From 3a938fa1373d68b477e2ccda64cd8743249b1e80 Mon Sep 17 00:00:00 2001
From: Thorsten Sommer <SommerEngineering@users.noreply.github.com>
Date: Mon, 19 Jan 2026 13:34:19 +0100
Subject: [PATCH] Handle context window overflow in error handling

---
 app/MindWork AI Studio/Provider/BaseProvider.cs     | 13 ++++++++++++-
 app/MindWork AI Studio/wwwroot/changelog/v26.1.2.md |  1 +
 2 files changed, 13 insertions(+), 1 deletion(-)

diff --git a/app/MindWork AI Studio/Provider/BaseProvider.cs b/app/MindWork AI Studio/Provider/BaseProvider.cs
index 4dd27763..0a36674a 100644
--- a/app/MindWork AI Studio/Provider/BaseProvider.cs	
+++ b/app/MindWork AI Studio/Provider/BaseProvider.cs	
@@ -164,7 +164,18 @@ public abstract class BaseProvider : IProvider, ISecretId
             
             if(nextResponse.StatusCode is HttpStatusCode.BadRequest)
             {
-                await MessageBus.INSTANCE.SendError(new(Icons.Material.Filled.CloudOff, string.Format(TB("Tried to communicate with the LLM provider '{0}'. The required message format might be changed. The provider message is: '{1}'"), this.InstanceName, nextResponse.ReasonPhrase)));
+                // Check if the error body contains "context" and "token" (case-insensitive),
+                // which indicates that the context window is likely exceeded:
+                if(errorBody.Contains("context", StringComparison.InvariantCultureIgnoreCase) &&
+                   errorBody.Contains("token", StringComparison.InvariantCultureIgnoreCase))
+                {
+                    await MessageBus.INSTANCE.SendError(new(Icons.Material.Filled.CloudOff, string.Format(TB("We tried to communicate with the LLM provider '{0}' (type={1}). The data of the chat, including all file attachments, is probably too large for the selected model and provider. The provider message is: '{2}'"), this.InstanceName, this.Provider, nextResponse.ReasonPhrase)));
+                }
+                else
+                {
+                    await MessageBus.INSTANCE.SendError(new(Icons.Material.Filled.CloudOff, string.Format(TB("We tried to communicate with the LLM provider '{0}' (type={1}). The required message format might be changed. The provider message is: '{2}'"), this.InstanceName, this.Provider, nextResponse.ReasonPhrase)));
+                }
+
                 this.logger.LogError("Failed request with status code {ResponseStatusCode} (message = '{ResponseReasonPhrase}', error body = '{ErrorBody}').", nextResponse.StatusCode, nextResponse.ReasonPhrase, errorBody);
                 errorMessage = nextResponse.ReasonPhrase;
                 break;
diff --git a/app/MindWork AI Studio/wwwroot/changelog/v26.1.2.md b/app/MindWork AI Studio/wwwroot/changelog/v26.1.2.md
index b3d253b6..3240e7d9 100644
--- a/app/MindWork AI Studio/wwwroot/changelog/v26.1.2.md	
+++ b/app/MindWork AI Studio/wwwroot/changelog/v26.1.2.md	
@@ -1,6 +1,7 @@
 # v26.1.2, build 232 (2026-01-xx xx:xx UTC)
 - Added the option to hide specific assistants by configuration plugins. This is useful for enterprise environments in organizations.
 - Added the current date and time to the system prompt for better context in conversations. Thanks Peer `peerschuett` for the contribution.
+- Added error handling for context window overflow, which can occur with huge file attachments in chats or the document analysis assistant.
 - Improved error handling for model loading in provider dialogs (LLMs, embeddings, transcriptions).
 - Improved the microphone handling (transcription preview) so that all sound effects and the voice recording are processed without interruption.
 - Improved the handling of self-hosted providers in the configuration dialogs (LLMs, embeddings, and transcriptions) when the host cannot provide a list of models.