diff --git a/api/server/controllers/assistants/chatV1.js b/api/server/controllers/assistants/chatV1.js
index 5fa10e9e37..9129a6a1c1 100644
--- a/api/server/controllers/assistants/chatV1.js
+++ b/api/server/controllers/assistants/chatV1.js
@@ -326,8 +326,15 @@ const chatV1 = async (req, res) => {
 
       file_ids = files.map(({ file_id }) => file_id);
       if (file_ids.length || thread_file_ids.length) {
-        userMessage.file_ids = file_ids;
         attachedFileIds = new Set([...file_ids, ...thread_file_ids]);
+        if (endpoint === EModelEndpoint.azureAssistants) {
+          userMessage.attachments = Array.from(attachedFileIds).map((file_id) => ({
+            file_id,
+            tools: [{ type: 'file_search' }],
+          }));
+        } else {
+          userMessage.file_ids = Array.from(attachedFileIds);
+        }
       }
     };