Fix the shutdown timeout hung

src/Microsoft.Azure.SignalR.AspNet/ServerConnections/ServiceConnection.cs

@@ -76,9 +76,9 @@ public override Task CloseClientConnections(CancellationToken token)
         throw new NotSupportedException();
     }
 
-    protected override Task<ConnectionContext> CreateConnection(string target = null)
+    protected override Task<ConnectionContext> CreateConnection(string target = null, CancellationToken cancellationToken = default)
     {
-        return _connectionFactory.ConnectAsync(HubEndpoint, TransferFormat.Binary, ConnectionId, target);
+        return _connectionFactory.ConnectAsync(HubEndpoint, TransferFormat.Binary, ConnectionId, target, cancellationToken);
     }
 
     protected override Task DisposeConnection(ConnectionContext connection)

src/Microsoft.Azure.SignalR.Common/Auth/LocalTokenProvider.cs

@@ -1,9 +1,10 @@
-// Copyright (c) Microsoft. All rights reserved.
+// Copyright (c) Microsoft. All rights reserved.
 // Licensed under the MIT license. See LICENSE file in the project root for full license information.
 
 using System;
 using System.Collections.Generic;
 using System.Security.Claims;
+using System.Threading;
 using System.Threading.Tasks;
 
 namespace Microsoft.Azure.SignalR;
@@ -34,5 +35,5 @@ public LocalTokenProvider(
         _tokenLifetime = tokenLifetime ?? Constants.Periods.DefaultAccessTokenLifetime;
     }
 
-    public Task<string> ProvideAsync() => _accessKey.GenerateAccessTokenAsync(_audience, _claims, _tokenLifetime, _algorithm);
+    public Task<string> ProvideAsync(CancellationToken cancellationToken) => _accessKey.GenerateAccessTokenAsync(_audience, _claims, _tokenLifetime, _algorithm, cancellationToken);
 }

src/Microsoft.Azure.SignalR.Common/Auth/MicrosoftEntra/MicrosoftEntraTokenProvider.cs

@@ -1,7 +1,8 @@
-// Copyright (c) Microsoft. All rights reserved.
+// Copyright (c) Microsoft. All rights reserved.
 // Licensed under the MIT license. See LICENSE file in the project root for full license information.
 
 using System;
+using System.Threading;
 using System.Threading.Tasks;
 
 namespace Microsoft.Azure.SignalR;
@@ -15,5 +16,5 @@ public MicrosoftEntraTokenProvider(MicrosoftEntraAccessKey accessKey)
         _accessKey = accessKey ?? throw new ArgumentNullException(nameof(accessKey));
     }
 
-    public Task<string> ProvideAsync() => _accessKey.GetMicrosoftEntraTokenAsync();
+    public Task<string> ProvideAsync(CancellationToken cancellationToken) => _accessKey.GetMicrosoftEntraTokenAsync(cancellationToken);
 }

src/Microsoft.Azure.SignalR.Common/Interfaces/IAccessTokenProvider.cs

@@ -1,11 +1,12 @@
-// Copyright (c) Microsoft. All rights reserved.
+// Copyright (c) Microsoft. All rights reserved.
 // Licensed under the MIT license. See LICENSE file in the project root for full license information.
 
+using System.Threading;
 using System.Threading.Tasks;
 
 namespace Microsoft.Azure.SignalR;
 
 internal interface IAccessTokenProvider
 {
-    Task<string> ProvideAsync();
+    Task<string> ProvideAsync(CancellationToken cancellationToken = default);
 }

src/Microsoft.Azure.SignalR.Common/ServiceConnections/Internal/WebSocketsTransport.cs

@@ -121,7 +121,7 @@ public async Task StartAsync(Uri url, CancellationToken cancellationToken = defa
         // We don't need to capture to a local because we never change this delegate.
         if (_accessTokenProvider != null)
         {
-            accessToken = await _accessTokenProvider.ProvideAsync();
+            accessToken = await _accessTokenProvider.ProvideAsync(cancellationToken);
             if (!string.IsNullOrEmpty(accessToken))
             {
                 _webSocket.Options.SetRequestHeader("Authorization", $"Bearer {accessToken}");

src/Microsoft.Azure.SignalR.Common/ServiceConnections/ServiceConnectionBase.cs

@@ -44,6 +44,8 @@ internal abstract partial class ServiceConnectionBase : IServiceConnection
 
     private readonly TaskCompletionSource<object> _serviceConnectionOfflineTcs = new(TaskCreationOptions.RunContinuationsAsynchronously);
 
+    private readonly CancellationTokenSource _connectionStartCts = new();
+
     private readonly ServiceConnectionType _connectionType;
 
     private readonly IServiceMessageHandler _serviceMessageHandler;
@@ -157,70 +159,75 @@ public async Task StartAsync(string target = null)
         }
 
         Status = ServiceConnectionStatus.Connecting;
-
-        var connection = await EstablishConnectionAsync(target);
-        if (connection != null)
+        try
         {
-            _connectionContext = connection;
-            Status = ServiceConnectionStatus.Connected;
-            _serviceConnectionStartTcs.TrySetResult(true);
-            try
+            var connection = await EstablishConnectionAsync(target, _connectionStartCts.Token);
+            if (connection != null)
             {
-                TimerAwaitable syncTimer = null;
+                _connectionContext = connection;
+                Status = ServiceConnectionStatus.Connected;
+                _serviceConnectionStartTcs.TrySetResult(true);
                 try
                 {
-                    if (HubEndpoint != null && HubEndpoint.AccessKey is MicrosoftEntraAccessKey key)
+                    TimerAwaitable syncTimer = null;
+                    try
                     {
-                        syncTimer = new TimerAwaitable(TimeSpan.Zero, DefaultSyncAzureIdentityInterval);
-                        _ = UpdateAzureIdentityAsync(key, syncTimer);
+                        if (HubEndpoint != null && HubEndpoint.AccessKey is MicrosoftEntraAccessKey key)
+                        {
+                            syncTimer = new TimerAwaitable(TimeSpan.Zero, DefaultSyncAzureIdentityInterval);
+                            _ = UpdateAzureIdentityAsync(key, syncTimer);
+                        }
+                        await ProcessIncomingAsync(connection);
                     }
-                    await ProcessIncomingAsync(connection);
-                }
-                finally
-                {
-                    // mark the status as Disconnected so that no one will write to this connection anymore
-                    Status = ServiceConnectionStatus.Disconnected;
-                    syncTimer?.Stop();
+                    finally
+                    {
+                        // mark the status as Disconnected so that no one will write to this connection anymore
+                        Status = ServiceConnectionStatus.Disconnected;
+                        syncTimer?.Stop();
 
-                    // when ProcessIncoming completes, clean up the connection
+                        // when ProcessIncoming completes, clean up the connection
 
-                    // TODO: Never cleanup connections unless Service asks us to do that
-                    // Current implementation is based on assumption that Service will drop clients
-                    // if server connection fails.
-                    await CleanupClientConnections();
+                        // TODO: Never cleanup connections unless Service asks us to do that
+                        // Current implementation is based on assumption that Service will drop clients
+                        // if server connection fails.
+                        await CleanupClientConnections();
+                    }
                 }
-            }
-            catch (Exception ex)
-            {
-                Log.ConnectionDropped(Logger, _endpointName, ConnectionId, ex);
-            }
-            finally
-            {
-                // wait until all the connections are cleaned up to close the outgoing pipe
-                // Don't allow write anymore when the connection is disconnected
-                await _writeLock.WaitAsync();
-                try
+                catch (Exception ex)
                 {
-                    // close the underlying connection
-                    await DisposeConnection(connection);
+                    Log.ConnectionDropped(Logger, _endpointName, ConnectionId, ex);
                 }
                 finally
                 {
-                    _writeLock.Release();
+                    // wait until all the connections are cleaned up to close the outgoing pipe
+                    // Don't allow write anymore when the connection is disconnected
+                    await _writeLock.WaitAsync();
+                    try
+                    {
+                        // close the underlying connection
+                        await DisposeConnection(connection);
+                    }
+                    finally
+                    {
+                        _writeLock.Release();
+                    }
                 }
             }
         }
-        else
+        finally
         {
             Status = ServiceConnectionStatus.Disconnected;
             _serviceConnectionStartTcs.TrySetResult(false);
+            _serviceConnectionOfflineTcs.TrySetResult(false);
         }
     }
 
     public Task StopAsync()
     {
         try
         {
+            // to avoid the connection hung in connecting state
+            _connectionStartCts.Cancel();
             _connectionContext?.Transport.Input.CancelPendingRead();
         }
         catch (Exception ex)
@@ -277,7 +284,7 @@ public virtual async Task<bool> SafeWriteAsync(ServiceMessage serviceMessage)
 
     public abstract bool TryRemoveClientConnection(string connectionId, out IClientConnection connection);
 
-    protected abstract Task<ConnectionContext> CreateConnection(string target = null);
+    protected abstract Task<ConnectionContext> CreateConnection(string target = null, CancellationToken cancellationToken = default);
 
     protected abstract Task DisposeConnection(ConnectionContext connection);
 
@@ -492,11 +499,11 @@ private Task OnFlowControlMessageAsync(ConnectionFlowControlMessage flowControlM
         throw new NotImplementedException($"Unsupported connection type: {flowControlMessage.ConnectionType}");
     }
 
-    private async Task<ConnectionContext> EstablishConnectionAsync(string target)
+    private async Task<ConnectionContext> EstablishConnectionAsync(string target, CancellationToken cancellationToken)
     {
         try
         {
-            var connectionContext = await CreateConnection(target);
+            var connectionContext = await CreateConnection(target, cancellationToken);
             try
             {
                 if (await HandshakeAsync(connectionContext))

src/Microsoft.Azure.SignalR.Common/ServiceConnections/ServiceConnectionContainerBase.cs

@@ -318,7 +318,7 @@ public async IAsyncEnumerable<Page<SignalRGroupConnection>> ListConnectionsInGro
     public virtual Task OfflineAsync(GracefulShutdownMode mode, CancellationToken token)
     {
         _terminated = true;
-        return Task.WhenAll(ServiceConnections.Select(c => RemoveConnectionAsync(c, mode, token)));
+        return Task.WhenAll(ServiceConnections.Select(c => RemoveConnectionFromServiceAsync(c, mode, token)));
     }
 
     public virtual Task CloseClientConnections(CancellationToken token)
@@ -476,8 +476,23 @@ protected virtual ServiceConnectionStatus GetStatus()
             : ServiceConnectionStatus.Disconnected;
     }
 
-    protected async Task RemoveConnectionAsync(IServiceConnection c, GracefulShutdownMode mode, CancellationToken token)
+    /// <summary>
+    /// TODO: this logic sounds more fit into the serviceConnection class
+    /// </summary>
+    /// <param name="c">The service connection instance</param>
+    /// <param name="mode">The graceful shutdown mode</param>
+    /// <param name="token">The cancellation token</param>
+    /// <returns></returns>
+    protected async Task RemoveConnectionFromServiceAsync(IServiceConnection c, GracefulShutdownMode mode, CancellationToken token)
     {
+        if (c.Status != ServiceConnectionStatus.Connected)
+        {
+            // if the connection is not yet connected
+            // we stop the connection in case it is connecting
+            // otherwise ConnectionOfflineTask should be set
+            await c.StopAsync();
+            return;
+        }
         var retry = 0;
         while (retry < MaxRetryRemoveSeverConnection && !token.IsCancellationRequested)
         {

src/Microsoft.Azure.SignalR/HubHost/ServiceHubDispatcher.cs

@@ -1,4 +1,4 @@
-// Copyright (c) Microsoft. All rights reserved.
+// Copyright (c) Microsoft. All rights reserved.
 // Licensed under the MIT license. See LICENSE file in the project root for full license information.
 
 using System;

src/Microsoft.Azure.SignalR/ServerConnections/ServiceConnection.cs

@@ -129,9 +129,9 @@ public override async Task CloseClientConnections(CancellationToken token)
         }
     }
 
-    protected override Task<ConnectionContext> CreateConnection(string target = null)
+    protected override Task<ConnectionContext> CreateConnection(string target = null, CancellationToken cancellationToken = default)
     {
-        return _connectionFactory.ConnectAsync(HubEndpoint, TransferFormat.Binary, ConnectionId, target);
+        return _connectionFactory.ConnectAsync(HubEndpoint, TransferFormat.Binary, ConnectionId, target, cancellationToken);
     }
 
     protected override Task DisposeConnection(ConnectionContext connection)

test/Microsoft.Azure.SignalR.AspNet.Tests/TestClasses/TestServiceConnectionProxy.cs

@@ -3,6 +3,7 @@
 
 using System;
 using System.Collections.Concurrent;
+using System.Threading;
 using System.Threading.Tasks;
 
 using Microsoft.AspNetCore.Connections;
@@ -83,7 +84,7 @@ public override async Task<bool> SafeWriteAsync(ServiceMessage serviceMessage)
         return result;
     }
 
-    protected override async Task<ConnectionContext> CreateConnection(string target = null)
+    protected override async Task<ConnectionContext> CreateConnection(string target = null, CancellationToken cancellationToken = default)
     {
         TestConnectionContext = await base.CreateConnection() as TestConnectionContext;
 

test/Microsoft.Azure.SignalR.Tests.Common/TestClasses/TestServiceConnection.cs

@@ -1,4 +1,4 @@
-// Copyright (c) Microsoft. All rights reserved.
+// Copyright (c) Microsoft. All rights reserved.
 // Licensed under the MIT license. See LICENSE file in the project root for full license information.
 
 using System;
@@ -93,7 +93,7 @@ protected override Task CleanupClientConnections(string? fromInstanceId = null)
         return Task.CompletedTask;
     }
 
-    protected override Task<ConnectionContext> CreateConnection(string? target = null)
+    protected override Task<ConnectionContext> CreateConnection(string? target = null, CancellationToken cancellationToken = default)
     {
         var pipeOptions = new PipeOptions();
         var duplex = DuplexPipe.CreateConnectionPair(pipeOptions, pipeOptions);

test/Microsoft.Azure.SignalR.Tests/ServiceConnectionContainerBaseTests.cs

@@ -257,18 +257,19 @@ public Task StartAsync(string target = null)
 
         public Task StopAsync()
         {
+            _offline.TrySetResult(true);
             return Task.CompletedTask;
         }
 
         public Task WriteAsync(ServiceMessage serviceMessage)
         {
             if (RuntimeServicePingMessage.IsFin(serviceMessage))
             {
-                _offline.SetResult(true);
+                _offline.TrySetResult(true);
             }
             if (RuntimeServicePingMessage.IsGetServers(serviceMessage))
             {
-                _serversPing.SetResult(true);
+                _serversPing.TrySetResult(true);
             }
             return Task.CompletedTask;
         }