Related to FS#131, FS#129, FS#220:

- FileTransferFailureReason including types introduced. A failure can be recoverable, non-recoverable or limited recoverable
- in case file transfer with the highest weight factor fails, the next file transfer method is used
- improved logging
- javadoc comments added

14 files changed, 472 insertions, 83 deletions

diff --git a/src/main/java/de/thedevstack/conversationsplus/services/FileTransferService.java b/src/main/java/de/thedevstack/conversationsplus/services/FileTransferService.java
index d6ce4769..9fc35b2b 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/FileTransferService.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/FileTransferService.java
@@ -1,11 +1,10 @@
 package de.thedevstack.conversationsplus.services;
 
-import de.thedevstack.conversationsplus.entities.Account;
 import de.thedevstack.conversationsplus.entities.Message;
-import de.thedevstack.conversationsplus.entities.Transferable;
+import de.thedevstack.conversationsplus.services.filetransfer.FileTransferStatusListener;
 
 /**
- *
+ * An implementation of this class transfers a file to another entity or server.
  */
 public interface FileTransferService {
     /**
@@ -28,4 +27,10 @@ public interface FileTransferService {
      * @return <code>true</code> if the message can be processed, <code>false</code> otherwise
      */
     boolean accept(Message message);
+
+    /**
+     * Adds one or more file transfer status listeners.
+     * @param listeners the listeners to add
+     */
+    void addFileTransferStatusListener(FileTransferStatusListener... listeners);
 }
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/AbstractFileTransferService.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/AbstractFileTransferService.java
index 02bd04b9..c24603b7 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/AbstractFileTransferService.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/AbstractFileTransferService.java
@@ -1,31 +1,23 @@
 package de.thedevstack.conversationsplus.services.filetransfer;
 
 import java.util.ArrayList;
+import java.util.Arrays;
 import java.util.List;
 
-import de.thedevstack.conversationsplus.entities.Message;
 import de.thedevstack.conversationsplus.services.FileTransferService;
 
 /**
  *
  */
-public abstract class AbstractFileTransferService implements FileTransferService, FileTransferStatusListener {
-    protected List<Message> failedMessages = new ArrayList<>();
+public abstract class AbstractFileTransferService implements FileTransferService {
+    private List<FileTransferStatusListener> statusListeners = new ArrayList<>();
 
     @Override
-    public void onFailure(Message message, boolean delay) {
-        this.failedMessages.add(message);
+    public void addFileTransferStatusListener(FileTransferStatusListener... listeners) {
+        this.statusListeners.addAll(Arrays.asList(listeners));
     }
 
-    @Override
-    public void onSuccess(Message message, boolean delay) {
-        if (this.failedMessages.contains(message)) {
-            this.failedMessages.remove(message);
-        }
-    }
-
-    @Override
-    public boolean accept(Message message) {
-        return !this.failedMessages.contains(message);
+    protected void addStatusListenerToEntity(FileTransferEntity entity) {
+        entity.addFileTransferStatusListener(this.statusListeners.toArray(new FileTransferStatusListener[0]));
     }
 }
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferEntity.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferEntity.java
index a44cf49d..e1b40fa6 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferEntity.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferEntity.java
@@ -1,60 +1,95 @@
 package de.thedevstack.conversationsplus.services.filetransfer;
 
 import java.io.InputStream;
+import java.util.ArrayList;
+import java.util.Arrays;
+import java.util.List;
 
 import de.thedevstack.conversationsplus.entities.DownloadableFile;
 import de.thedevstack.conversationsplus.entities.Message;
 import de.thedevstack.conversationsplus.entities.Transferable;
 import de.thedevstack.conversationsplus.persistance.FileBackend;
-import de.thedevstack.conversationsplus.utils.MessageUtil;
+import de.thedevstack.conversationsplus.utils.StreamUtil;
 
 /**
  *
  */
 public class FileTransferEntity implements Transferable {
+    /**
+     * Listeners to inform about a status change.
+     */
+    private final List<FileTransferStatusListener> statusListeners = new ArrayList<>();
+    /**
+     * The associated message.
+     */
     private final Message message;
-    private int tries = 0;
-    private boolean transferred = false;
-    private boolean canceled = false;
-    private boolean failed = false;
+    /**
+     * Number of attempts.
+     */
+    private int attempts = 0;
+    /**
+     * The status of the file transfer.
+     */
+    private FileTransferStatusEnum transferStatus;
+    /**
+     * Number of bytes transmitted.
+     */
     private long transmitted = 0;
+    /**
+     * The associated file.
+     */
     private DownloadableFile file;
+    /**
+     * The associated file as stream.
+     */
     private InputStream fileInputStream;
 
+    /**
+     * Initializes the FileTransferEntity based on the associated message.
+     * This initialization includes loading the file and associating this transferable to the message.
+     * @param message the message in which the file to transfer is contained.
+     */
     public FileTransferEntity(Message message) {
         this.message = message;
         this.message.setTransferable(this);
         this.file = FileBackend.getFile(message, false);
     }
 
-    @Override
-    public boolean equals(Object o) {
-        FileTransferEntity other = (FileTransferEntity)o;
-        if ((this.message == null && other.message != null)
-            || (this.message != null && other.message == null)) {
-            return false;
-        } else if (this.message == null && other.message == null) {
-            return true;
-        }
-        return this.message.getUuid().equals(other.message.getUuid());
-    }
-
+    /**
+     * Start something.
+     * Empty implementation since documentation in interface is missing.
+     * @return <code>false</code>
+     */
     @Override
     public boolean start() {
         return false;
     }
 
+    /**
+     * Returns the global transferable status.
+     *
+     * @return {@value STATUS_FAILED} if #isFailed returns <code>true</code>, {@value STATUS_UPLOADING} otherwise
+     */
     @Override
     public int getStatus() {
-        int status = (failed) ? STATUS_FAILED : STATUS_UPLOADING;
+        int status = (isFailed()) ? STATUS_FAILED : STATUS_UPLOADING;
         return status;
     }
 
+    /**
+     * Returns the expected file size of the underlying file.
+     * @return the expected file size or 0 if no file is associated.
+     */
     @Override
     public long getFileSize() {
         return file == null ? 0 : file.getExpectedSize();
     }
 
+    /**
+     * Calculates the current progress in percent.
+     *
+     * @return the current progress in percent
+     */
     @Override
     public int getProgress() {
         if (file == null) {
@@ -63,46 +98,137 @@ public class FileTransferEntity implements Transferable {
         return (int) ((((double) transmitted) / file.getExpectedSize()) * 100);
     }
 
+    /**
+     * Cancels the file transfer and informs the listeners about cancellation.
+     */
     @Override
     public void cancel() {
-        this.canceled = true;
+        this.transferStatus = FileTransferStatusEnum.CANCELED;
+
+        this.close();
+
+        for (FileTransferStatusListener listener : this.statusListeners) {
+            listener.onCancel(this);
+        }
+    }
+
+    /**
+     * Starts an transfer attempt.
+     */
+    public void startAttempt() {
+        this.attempts++;
+        this.transferStatus = FileTransferStatusEnum.TRANSFERRING;
+    }
+
+    /**
+     * Fails an file transfer and informs the listeners about failure.
+     *
+     * @param failureReason the reason of failure.
+     */
+    public void fail(FileTransferFailureReason failureReason) {
+        this.transferStatus = FileTransferStatusEnum.FAILED;
+
+        this.close();
+
+        failureReason.setAttempt(this.attempts);
+        for (FileTransferStatusListener listener : this.statusListeners) {
+            listener.onFailure(this, failureReason);
+        }
+    }
+
+    /**
+     * Updates the progress by adding parameter value to current progress value.
+     *
+     * @param progress the number of newly transferred bytes
+     */
+    public void updateProgress(long progress) {
+        if (0 == this.attempts) {
+            this.startAttempt();
+        }
+        this.transmitted += progress;
+    }
+
+    /**
+     * Set the status of the file transfer to FileTransferStatusEnum#TRANSFERRED and informs the listeners about success.
+     */
+    public void transferred() {
+        this.transferStatus = FileTransferStatusEnum.TRANSFERRED;
+
+        this.close();
+
+        for (FileTransferStatusListener listener : this.statusListeners) {
+            listener.onSuccess(this);
+        }
     }
 
-    public void fail() {
-        this.failed = true;
+    /**
+     * Closes the file input stream (if it is not yet closed) and removes association with message.
+     */
+    private void close() {
+        StreamUtil.close(this.fileInputStream);
         this.getMessage().setTransferable(null);
-        MessageUtil.markMessage(this.getMessage(), Message.STATUS_SEND_FAILED);
     }
 
-    public Message getMessage() {
-        return message;
+    /**
+     * Whether the file is transferred or not.
+     * @return <code>true</code> if the file is successfully transferred, <code>false</code> otherwise
+     */
+    public boolean isTransferred() {
+        return FileTransferStatusEnum.TRANSFERRED == this.transferStatus;
     }
 
+    /**
+     * Whether the file transfer is canceled or not.
+     * @return <code>true</code> if the file transfer was canceled, <code>false</code> otherwise
+     */
     public boolean isCanceled() {
-        return this.canceled;
+        return FileTransferStatusEnum.CANCELED == this.transferStatus;
     }
 
+    /**
+     * Whether the file transfer failed or not.
+     * @return <code>true</code> if the file transfer failed, <code>false</code> otherwise
+     */
     public boolean isFailed() {
-        return failed;
+        return FileTransferStatusEnum.FAILED == this.transferStatus;
     }
 
-    public void updateProgress(long progress) {
-        this.transmitted += progress;
+    public void setFileInputStream(InputStream fileInputStream) {
+        this.fileInputStream = fileInputStream;
+    }
+
+    public InputStream getFileInputStream() {
+        return fileInputStream;
+    }
+
+    public Message getMessage() {
+        return message;
     }
 
     public DownloadableFile getFile() {
         return file;
     }
 
-    public void transferred() {
-        this.transferred = true;
+    public void addFileTransferStatusListener(FileTransferStatusListener... listeners) {
+        this.statusListeners.addAll(Arrays.asList(listeners));
     }
 
-    public void setFileInputStream(InputStream fileInputStream) {
-        this.fileInputStream = fileInputStream;
+    @Override
+    public boolean equals(Object o) {
+        if (this == o) return true;
+        if (o == null || getClass() != o.getClass()) return false;
+
+        FileTransferEntity that = (FileTransferEntity) o;
+
+        String uuid = message != null ? message.getUuid() : null;
+        String thatUuid = that.message != null ? that.message.getUuid() : null;
+
+        return uuid != null ? uuid.equals(thatUuid) : thatUuid == null;
+
     }
 
-    public InputStream getFileInputStream() {
-        return fileInputStream;
+    @Override
+    public int hashCode() {
+        return message != null && message.getUuid() != null ? message.getUuid().hashCode() : 0;
     }
 }
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferFailureReason.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferFailureReason.java
new file mode 100644
index 00000000..353c34d8
--- /dev/null
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferFailureReason.java
@@ -0,0 +1,91 @@
+package de.thedevstack.conversationsplus.services.filetransfer;
+
+/**
+ *
+ */
+public final class FileTransferFailureReason {
+    private final FileTransferFailureType type;
+    private int attempt;
+    private Exception causedByException;
+    private String failureMessage;
+
+    public static FileTransferFailureReason createRecoverableFailureReason(Exception e) {
+        return createFailureReason(FileTransferFailureType.RECOVERABLE, e.getMessage(), e);
+    }
+
+    public static FileTransferFailureReason createRecoverableFailureReason(String reason) {
+        return createFailureReason(FileTransferFailureType.RECOVERABLE, reason, null);
+    }
+
+    public static FileTransferFailureReason createRecoverableFailureReason(Exception e, String failureMessage) {
+        return createFailureReason(FileTransferFailureType.RECOVERABLE, failureMessage, e);
+    }
+
+    public static FileTransferFailureReason createLimitedRecoverableFailureReason(Exception e) {
+        return createFailureReason(FileTransferFailureType.LIMITEDRECOVERABLE, e.getMessage(), e);
+    }
+
+    public static FileTransferFailureReason createLimitedRecoverableFailureReason(String reason) {
+        return createFailureReason(FileTransferFailureType.LIMITEDRECOVERABLE, reason, null);
+    }
+
+    public static FileTransferFailureReason createLimitedRecoverableFailureReason(Exception e, String failureMessage) {
+        return createFailureReason(FileTransferFailureType.LIMITEDRECOVERABLE, failureMessage, e);
+    }
+
+    public static FileTransferFailureReason createNonRecoverableFailureReason(Exception e) {
+        return createFailureReason(FileTransferFailureType.NONRECOVERABLE, e.getMessage(), e);
+    }
+
+    public static FileTransferFailureReason createNonRecoverableFailureReason(String reason) {
+        return createFailureReason(FileTransferFailureType.NONRECOVERABLE, reason, null);
+    }
+
+    public static FileTransferFailureReason createNonRecoverableFailureReason(Exception e, String failureMessage) {
+        return createFailureReason(FileTransferFailureType.NONRECOVERABLE, failureMessage, e);
+    }
+
+    private static FileTransferFailureReason createFailureReason(FileTransferFailureType type, String message, Exception e) {
+        FileTransferFailureReason ftfr = new FileTransferFailureReason(type);
+        ftfr.setCausedByException(e);
+        if (null != e && (null == message || message.isEmpty())) {
+            message = e.getMessage();
+        }
+        ftfr.setFailureMessage(message);
+
+        return ftfr;
+
+    }
+
+    private FileTransferFailureReason(FileTransferFailureType type) {
+        this.type = type;
+    }
+
+    public void setFailureMessage(String failureMessage) {
+        this.failureMessage = failureMessage;
+    }
+
+    public String getFailureMessage() {
+        return failureMessage;
+    }
+
+    public FileTransferFailureType getType() {
+        return type;
+    }
+
+    public void setCausedByException(Exception causedByException) {
+        this.causedByException = causedByException;
+    }
+
+    public Exception getCausedByException() {
+        return causedByException;
+    }
+
+    public void setAttempt(int attempt) {
+        this.attempt = attempt;
+    }
+
+    public boolean isRecoverable() {
+        return this.type.isRetryPossible(this.attempt);
+    }
+}
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferFailureType.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferFailureType.java
new file mode 100644
index 00000000..3daca38e
--- /dev/null
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferFailureType.java
@@ -0,0 +1,24 @@
+package de.thedevstack.conversationsplus.services.filetransfer;
+
+/**
+ *
+ */
+public enum FileTransferFailureType {
+    RECOVERABLE(Integer.MAX_VALUE),
+    LIMITEDRECOVERABLE(5),
+    NONRECOVERABLE(1);
+
+    int maxAttempts;
+
+    FileTransferFailureType(int maxAttempts) {
+        this.maxAttempts = maxAttempts;
+    }
+
+    public boolean isRetryPossible(int attempt) {
+        return attempt < this.maxAttempts;
+    }
+
+    public int getMaxAttempts() {
+        return this.maxAttempts;
+    }
+}
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferManager.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferManager.java
index f7b3f4e2..017b88ea 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferManager.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferManager.java
@@ -9,13 +9,16 @@ import de.thedevstack.android.logcat.Logging;
 import de.thedevstack.conversationsplus.Config;
 import de.thedevstack.conversationsplus.entities.Message;
 import de.thedevstack.conversationsplus.services.FileTransferService;
+import de.thedevstack.conversationsplus.services.filetransfer.httpupload.HttpFileTransferEntity;
+import de.thedevstack.conversationsplus.utils.MessageUtil;
 
 /**
  *
  */
-public class FileTransferManager implements FileTransferService {
+public class FileTransferManager implements FileTransferStatusListener {
     private SortedSet<WeightedTransferService> transferServices;
     private static final FileTransferManager INSTANCE = new FileTransferManager();
+    private final HashMap<String, WeightedTransferService> activeTransfers = new HashMap<>();
 
     private FileTransferManager() {
         this.transferServices = new TreeSet<>();
@@ -40,6 +43,7 @@ public class FileTransferManager implements FileTransferService {
     }
 
     public static void addFileTransferService(int weight, FileTransferService fts) {
+        fts.addFileTransferStatusListener(INSTANCE);
         INSTANCE.transferServices.add(new WeightedTransferService(weight, fts));
     }
 
@@ -68,14 +72,13 @@ public class FileTransferManager implements FileTransferService {
      * @param delay   whether the message is delayed or not
      * @return <code>true</code> if the file transfer was successful, <code>false</code> otherwise
      */
-    @Override
     public boolean transferFile(Message message, boolean delay) {
         Logging.d(Config.LOGTAG, "send file message");
         boolean transferSuccessfullyStarted = false;
         for (WeightedTransferService wts : this.transferServices) {
             try {
                 if (wts.fileTransferService.accept(message)) {
-                    transferSuccessfullyStarted = wts.fileTransferService.transferFile(message, delay);
+                    transferSuccessfullyStarted = this.startFileTransfer(message, delay, wts);
                     if (transferSuccessfullyStarted) {
                         break;
                     }
@@ -93,11 +96,58 @@ public class FileTransferManager implements FileTransferService {
      * @param message the message to be checked
      * @return <code>true</code> if the message can be processed, <code>false</code> otherwise
      */
-    @Override
     public boolean accept(Message message) {
         return message.needsUploading();
     }
 
+    @Override
+    public void onFailure(FileTransferEntity entity, FileTransferFailureReason failureReason) {
+        WeightedTransferService wts = this.activeTransfers.get(entity.getMessage().getUuid());
+        if (null == wts) {
+            return;
+        }
+        boolean delayed = (entity instanceof HttpFileTransferEntity) && ((HttpFileTransferEntity) entity).isDelayed();
+        if (failureReason.isRecoverable()) {
+            wts.fileTransferService.transferFile(entity.getMessage(), delayed);
+        } else {
+            boolean retransferStarted = false;
+            this.activeTransfers.remove(entity.getMessage().getUuid());
+            for (WeightedTransferService newWts : this.transferServices.tailSet(wts)) {
+                if (newWts == wts) { // Same Reference
+                    continue;
+                }
+                if (newWts.fileTransferService.accept(entity.getMessage())) {
+                    retransferStarted = startFileTransfer(entity.getMessage(), delayed, newWts);
+                    if (retransferStarted) {
+                        break;
+                    }
+                }
+            }
+            if (!retransferStarted) {
+                MessageUtil.markMessage(entity.getMessage(), Message.STATUS_SEND_FAILED);
+            }
+        }
+    }
+
+    @Override
+    public void onCancel(FileTransferEntity entity) {
+        this.activeTransfers.remove(entity.getMessage().getUuid());
+        MessageUtil.markMessage(entity.getMessage(), Message.STATUS_SEND_FAILED); // TODO New Status CANCELED!
+    }
+
+    @Override
+    public void onSuccess(FileTransferEntity entity) {
+        this.activeTransfers.remove(entity.getMessage().getUuid());
+    }
+
+    private boolean startFileTransfer(Message message, boolean delayed, WeightedTransferService wts) {
+        boolean transferSuccessfullyStarted = wts.fileTransferService.transferFile(message, delayed);
+        if (transferSuccessfullyStarted) {
+            this.activeTransfers.put(message.getUuid(), wts);
+        }
+        return transferSuccessfullyStarted;
+    }
+
     static class WeightedTransferService implements Comparable<WeightedTransferService> {
         int weight;
         FileTransferService fileTransferService;
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferStatusEnum.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferStatusEnum.java
new file mode 100644
index 00000000..e55d94d8
--- /dev/null
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferStatusEnum.java
@@ -0,0 +1,23 @@
+package de.thedevstack.conversationsplus.services.filetransfer;
+
+/**
+ * Status values of a file transfer.
+ */
+public enum FileTransferStatusEnum {
+    /**
+     * The file transfer is in progress.
+     */
+    TRANSFERRING,
+    /**
+     * The file transfer was finished successfully.
+     */
+    TRANSFERRED,
+    /**
+     * The file transfer failed.
+     */
+    FAILED,
+    /**
+     * The file transfer was canceled.
+     */
+    CANCELED;
+}
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferStatusListener.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferStatusListener.java
index 89af5b39..86d6fbfa 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferStatusListener.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/FileTransferStatusListener.java
@@ -6,6 +6,7 @@ import de.thedevstack.conversationsplus.entities.Message;
  *
  */
 public interface FileTransferStatusListener {
-    void onFailure(Message message, boolean delay);
-    void onSuccess(Message message, boolean delay);
+    void onFailure(FileTransferEntity entity, FileTransferFailureReason failureReason);
+    void onSuccess(FileTransferEntity entity);
+    void onCancel(FileTransferEntity entity);
 }
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpFileTransferEntity.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpFileTransferEntity.java
index 8efd498b..a8e5734f 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpFileTransferEntity.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpFileTransferEntity.java
@@ -1,9 +1,16 @@
 package de.thedevstack.conversationsplus.services.filetransfer.httpupload;
 
+import java.net.MalformedURLException;
+import java.net.URL;
+
+import de.thedevstack.android.logcat.Logging;
 import de.thedevstack.conversationsplus.Config;
 import de.thedevstack.conversationsplus.ConversationsPlusApplication;
 import de.thedevstack.conversationsplus.entities.Message;
 import de.thedevstack.conversationsplus.services.filetransfer.FileTransferEntity;
+import de.thedevstack.conversationsplus.services.filetransfer.FileTransferFailureReason;
+import de.thedevstack.conversationsplus.utils.CryptoHelper;
+import de.thedevstack.conversationsplus.utils.MessageUtil;
 import de.thedevstack.conversationsplus.xmpp.httpupload.HttpUploadSlot;
 
 /**
@@ -49,4 +56,32 @@ public class HttpFileTransferEntity extends FileTransferEntity {
     public boolean isDelayed() {
         return this.delayed;
     }
+
+    @Override
+    public void fail(FileTransferFailureReason failureReason) {
+        this.getMessage().setHttpUploaded(false);
+        super.fail(failureReason);
+    }
+
+    @Override
+    public void cancel() {
+        this.getMessage().setHttpUploaded(false);
+        super.cancel();
+    }
+
+    @Override
+    public void transferred() {
+        try {
+            URL getUrl = new URL(this.getGetUrl());
+            if (this.getKey() != null) {
+                getUrl = new URL(getUrl.toString() + "#" + CryptoHelper.bytesToHex(this.getKey()));
+            }
+
+            MessageUtil.updateFileParams(this.getMessage(), getUrl);
+        } catch (MalformedURLException e) {
+            Logging.e("httpupload", "Not a valid get url");
+        }
+
+        super.transferred();
+    }
 }
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpFileUploader.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpFileUploader.java
index 6352c7a7..8edc5be7 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpFileUploader.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpFileUploader.java
@@ -7,6 +7,7 @@ import java.io.InputStream;
 import java.io.OutputStream;
 import java.net.HttpURLConnection;
 import java.net.URL;
+import java.net.UnknownHostException;
 import java.util.Scanner;
 
 import javax.net.ssl.HttpsURLConnection;
@@ -18,6 +19,7 @@ import de.thedevstack.conversationsplus.entities.DownloadableFile;
 import de.thedevstack.conversationsplus.entities.Message;
 import de.thedevstack.conversationsplus.http.HttpConnectionManager;
 import de.thedevstack.conversationsplus.persistance.FileBackend;
+import de.thedevstack.conversationsplus.services.filetransfer.FileTransferFailureReason;
 import de.thedevstack.conversationsplus.utils.CryptoHelper;
 import de.thedevstack.conversationsplus.utils.MessageUtil;
 import de.thedevstack.conversationsplus.utils.StreamUtil;
@@ -43,14 +45,14 @@ public class HttpFileUploader implements Runnable {
 
     private void upload() {
         OutputStream os = null;
-        InputStream errorStream = null;
+
         HttpURLConnection connection = null;
         InputStream fileInputStream = null;
         DownloadableFile file = this.entity.getFile();
         PowerManager.WakeLock wakeLock = ConversationsPlusApplication.createPartialWakeLock("http_upload_" + entity.getMessage().getUuid());
         try {
             wakeLock.acquire();
-            Logging.d(Config.LOGTAG, "uploading to " + this.entity.getPutUrl());
+            Logging.d("httpupload", "uploading file to " + this.entity.getPutUrl());
             URL putUrl = new URL(this.entity.getPutUrl());
             fileInputStream = this.entity.getFileInputStream();
             connection = (HttpURLConnection) putUrl.openConnection();
@@ -60,7 +62,7 @@ public class HttpFileUploader implements Runnable {
             }
             connection.setRequestMethod(HTTP_METHOD);
             connection.setFixedLengthStreamingMode((int) file.getExpectedSize());
-            String mime = this.entity.getFile().getMimeType();
+            String mime = file.getMimeType();
             connection.setRequestProperty(MIME_REQUEST_PROPERTY_NAME, mime == null ? HttpUpload.DEFAULT_MIME_TYPE : mime);
             connection.setRequestProperty(USER_AGENT_REQUEST_PROPERTY_NAME, ConversationsPlusApplication.getNameAndVersion());
             connection.setDoOutput(true);
@@ -78,16 +80,13 @@ public class HttpFileUploader implements Runnable {
             fileInputStream.close();
             int code = connection.getResponseCode();
             if (code == 200 || code == 201) {
-                Logging.d(Config.LOGTAG, "finished uploading file");
+                Logging.d("httpupload", "finished uploading file");
                 this.entity.transferred();
-                URL getUrl = new URL(this.entity.getGetUrl());
-                if (this.entity.getKey() != null) {
-                    getUrl = new URL(getUrl.toString() + "#" + CryptoHelper.bytesToHex(this.entity.getKey()));
-                }
+
+                FileBackend.updateMediaScanner(file, XmppConnectionServiceAccessor.xmppConnectionService); // Why???
+
+                // Send the URL to the counterpart
                 Message message = this.entity.getMessage();
-                MessageUtil.updateFileParams(message, getUrl);
-                FileBackend.updateMediaScanner(file, XmppConnectionServiceAccessor.xmppConnectionService);
-                message.setTransferable(null);
                 message.setCounterpart(message.getConversation().getJid().toBareJid());
                 if (message.getEncryption() == Message.ENCRYPTION_DECRYPTED) {
                     XmppConnectionServiceAccessor.xmppConnectionService.getPgpEngine().encrypt(message, new HttpUploadedFileEncryptionUiCallback(this.entity));
@@ -95,21 +94,37 @@ public class HttpFileUploader implements Runnable {
                     XmppConnectionServiceAccessor.xmppConnectionService.resendMessage(message, this.entity.isDelayed());
                 }
             } else {
-                errorStream = connection.getErrorStream();
-                Logging.e("httpupload", "file upload failed: http code (" + code + ") " + new Scanner(errorStream).useDelimiter("\\A").next());
-                this.entity.fail();
+                String httpResponseMessage = this.getErrorStreamContent(connection);
+                String errorMessage = "file upload failed: http code (" + code + ") " + httpResponseMessage;
+                Logging.e("httpupload", errorMessage);
+                FileTransferFailureReason failureReason = null;
+                switch (code) {
+                    case 403:
+                        failureReason = FileTransferFailureReason.createLimitedRecoverableFailureReason(errorMessage);
+                        break;
+                    case 404:
+                        failureReason = FileTransferFailureReason.createNonRecoverableFailureReason("Upload URL not found");
+                        break;
+                    case 500:
+                        failureReason = FileTransferFailureReason.createNonRecoverableFailureReason("Internal Server Error");
+                        break;
+                    default:
+                        failureReason = FileTransferFailureReason.createRecoverableFailureReason(errorMessage);
+                }
+                this.entity.fail(failureReason);
             }
+        } catch (UnknownHostException e) {
+            Logging.e("httpupload", "File upload failed due to unknown host. " + e.getMessage());
+            //if (!HAS_INTERNET_CONNECTION) {
+            this.entity.fail(FileTransferFailureReason.createRecoverableFailureReason(e, "Missing internet connection"));
+            //}
         } catch (IOException e) {
-            errorStream = (null != connection) ? connection.getErrorStream() : null;
-            String httpResponseMessage = null;
-            if (null != errorStream) {
-                httpResponseMessage = new Scanner(errorStream).useDelimiter("\\A").next();
-            }
+            String httpResponseMessage = this.getErrorStreamContent(connection);
             Logging.e("httpupload", ((null != httpResponseMessage) ? ("http response: " + httpResponseMessage + ", ") : "") + "exception message: " + e.getMessage());
-            this.entity.fail();
+            // TODO: Differentiate IOException while internet connection wasn't available and others
+            this.entity.fail(FileTransferFailureReason.createRecoverableFailureReason(e, httpResponseMessage));
         } finally {
             StreamUtil.close(os);
-            StreamUtil.close(errorStream);
             StreamUtil.close(fileInputStream);
             if (connection != null) {
                 connection.disconnect();
@@ -117,4 +132,21 @@ public class HttpFileUploader implements Runnable {
             wakeLock.release();
         }
     }
+
+    private String getErrorStreamContent(HttpURLConnection connection) {
+        InputStream errorStream = null;
+        String httpResponseMessage = null;
+        try {
+            errorStream = connection.getErrorStream();
+            if (null != errorStream) {
+                Scanner scanner = new Scanner(errorStream).useDelimiter("\\A");
+                if (scanner.hasNext()) {
+                    httpResponseMessage = scanner.next();
+                }
+            }
+        } finally {
+            StreamUtil.close(errorStream);
+        }
+        return httpResponseMessage;
+    }
 }
\ No newline at end of file
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadFileTransferService.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadFileTransferService.java
index 59957d1e..fb150a92 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadFileTransferService.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadFileTransferService.java
@@ -48,19 +48,26 @@ public class HttpUploadFileTransferService extends AbstractFileTransferService i
      */
     @Override
     public boolean transferFile(Message message, boolean delay) {
+        Logging.d("httpupload", "Starting to upload file");
         boolean started = false;
         try {
             final HttpFileTransferEntity entity = new HttpFileTransferEntity(message, delay);
+            this.addStatusListenerToEntity(entity);
+            entity.startAttempt();
             Account account = message.getConversation().getAccount();
             DownloadableFile file = entity.getFile();
             Pair<InputStream, Integer> inputStreamAndExpectedSize = AbstractConnectionManager.createInputStream(file, true);
 
             entity.setFileInputStream(inputStreamAndExpectedSize.first);
             file.setExpectedSize(inputStreamAndExpectedSize.second);
+
+            Logging.d("httpupload", "Requesting upload slot for file upload");
             Jid host = account.getXmppConnection().findDiscoItemByFeature(HttpUpload.NAMESPACE);
             IqPacket request = HttpUploadRequestSlotPacketGenerator.generate(host, file.getName(), file.getSize(), file.getMimeType());
             XmppSendUtil.sendIqPacket(account, request, new HttpUploadSlotRequestReceived(entity));
             MessageUtil.markMessage(message, Message.STATUS_UNSEND);
+
+            Logging.d("httpupload", "Upload slot for file upload requested");
             started = true;
         } catch (FileNotFoundException e) {
             Logging.e("httpupload", "Could not find file, exception message: " + e.getMessage());
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadSlotRequestReceived.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadSlotRequestReceived.java
index e0b2332a..462a370c 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadSlotRequestReceived.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadSlotRequestReceived.java
@@ -2,6 +2,7 @@ package de.thedevstack.conversationsplus.services.filetransfer.httpupload;
 
 import de.thedevstack.android.logcat.Logging;
 import de.thedevstack.conversationsplus.entities.Account;
+import de.thedevstack.conversationsplus.services.filetransfer.FileTransferFailureReason;
 import de.thedevstack.conversationsplus.xmpp.OnIqPacketReceived;
 import de.thedevstack.conversationsplus.xmpp.exceptions.XmppException;
 import de.thedevstack.conversationsplus.xmpp.httpupload.HttpUploadSlot;
@@ -28,7 +29,7 @@ public class HttpUploadSlotRequestReceived implements OnIqPacketReceived {
             }
         } catch (XmppException e) {
             Logging.e("httpupload", e.getMessage());
-            this.entity.fail();
+            this.entity.fail(FileTransferFailureReason.createNonRecoverableFailureReason(e));
         }
     }
 }
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadedFileEncryptionUiCallback.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadedFileEncryptionUiCallback.java
index 25a16d78..e3935252 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadedFileEncryptionUiCallback.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/httpupload/HttpUploadedFileEncryptionUiCallback.java
@@ -3,6 +3,7 @@ package de.thedevstack.conversationsplus.services.filetransfer.httpupload;
 import android.app.PendingIntent;
 
 import de.thedevstack.conversationsplus.entities.Message;
+import de.thedevstack.conversationsplus.services.filetransfer.FileTransferFailureReason;
 import de.thedevstack.conversationsplus.ui.UiCallback;
 import de.thedevstack.conversationsplus.utils.XmppConnectionServiceAccessor;
 
@@ -23,11 +24,11 @@ public class HttpUploadedFileEncryptionUiCallback implements UiCallback<Message>
 
     @Override
     public void error(int errorCode, Message object) {
-        this.entity.fail();
+        this.entity.fail(FileTransferFailureReason.createLimitedRecoverableFailureReason("Failed to encrypt"));
     }
 
     @Override
     public void userInputRequried(PendingIntent pi, Message object) {
-        this.entity.fail();
+        this.entity.fail(FileTransferFailureReason.createLimitedRecoverableFailureReason("Failed to encrypt, user input would have been required"));
     }
 }
diff --git a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/jingle/JingleFileTransferService.java b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/jingle/JingleFileTransferService.java
index 46ee7ce5..5d8ddd4e 100644
--- a/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/jingle/JingleFileTransferService.java
+++ b/src/main/java/de/thedevstack/conversationsplus/services/filetransfer/jingle/JingleFileTransferService.java
@@ -2,13 +2,14 @@ package de.thedevstack.conversationsplus.services.filetransfer.jingle;
 
 import de.thedevstack.conversationsplus.entities.Message;
 import de.thedevstack.conversationsplus.services.FileTransferService;
+import de.thedevstack.conversationsplus.services.filetransfer.AbstractFileTransferService;
 import de.thedevstack.conversationsplus.xmpp.jingle.JingleConnection;
 import de.thedevstack.conversationsplus.xmpp.jingle.JingleConnectionManager;
 
 /**
  *
  */
-public class JingleFileTransferService implements FileTransferService {
+public class JingleFileTransferService extends AbstractFileTransferService implements FileTransferService {
     private final JingleConnectionManager jingleConnectionManager;
 
     public JingleFileTransferService() {