diff --git a/frontend/src/components/workspace/input-box.tsx b/frontend/src/components/workspace/input-box.tsx
index 4e350a4f..49ebc4f5 100644
--- a/frontend/src/components/workspace/input-box.tsx
+++ b/frontend/src/components/workspace/input-box.tsx
@@ -1271,8 +1271,12 @@ function HistoryButton({
     <Tooltip content={t.inputBox.history}>
       <WorkspaceToolButton
         className={cn("text-ws-base-1 hover:text-ws-interactive-primary", className)}
-        onClick={() =>
-          router.replace(`/workspace/chats/${threadId}?is_chatting=true`)
+        onClick={() =>{
+          sendToParent({
+            type: POST_MESSAGE_TYPES.IS_CHATTING,
+            isChatting: true,
+          });
+          router.replace(`/workspace/chats/${threadId}?is_chatting=true`)}
         }
       >
         <svg
@@ -1318,9 +1322,13 @@ function ExitChattingButton({
           "text-ws-base-1 hover:text-ws-interactive-primary",
           className,
         )}
-        onClick={() =>
-          router.replace(`/workspace/chats/${threadId}?is_chatting=false`)
-        }
+        onClick={() => {
+          sendToParent({
+            type: POST_MESSAGE_TYPES.IS_CHATTING,
+            isChatting: false,
+          });
+          router.replace(`/workspace/chats/${threadId}?is_chatting=false`);
+        }}
       >
         <svg
           className="transition-[color] duration-200"