diff --git a/backend/apps/web/routers/documents.py b/backend/apps/web/routers/documents.py
index 9cc0dd5d1..c64ee8f06 100644
--- a/backend/apps/web/routers/documents.py
+++ b/backend/apps/web/routers/documents.py
@@ -49,13 +49,13 @@ async def create_new_doc(form_data: DocumentForm, user=Depends(get_current_user)
             return doc
         else:
             raise HTTPException(
-                status_code=status.HTTP_401_UNAUTHORIZED,
-                detail=ERROR_MESSAGES.DEFAULT(),
+                status_code=status.HTTP_400_BAD_REQUEST,
+                detail=ERROR_MESSAGES.FILE_EXISTS,
             )
     else:
         raise HTTPException(
             status_code=status.HTTP_400_BAD_REQUEST,
-            detail=ERROR_MESSAGES.COMMAND_TAKEN,
+            detail=ERROR_MESSAGES.NAME_TAG_TAKEN,
         )
 
 
diff --git a/backend/constants.py b/backend/constants.py
index b923ec8ba..c9bfaec5a 100644
--- a/backend/constants.py
+++ b/backend/constants.py
@@ -18,6 +18,8 @@ class ERROR_MESSAGES(str, Enum):
         "Uh-oh! This username is already registered. Please choose another username."
     )
     COMMAND_TAKEN = "Uh-oh! This command is already registered. Please choose another command string."
+    FILE_EXISTS = "Uh-oh! This file is already registered. Please choose another file."
+
     NAME_TAG_TAKEN = "Uh-oh! This name tag is already registered. Please choose another name tag string."
     INVALID_TOKEN = (
         "Your session has expired or the token is invalid. Please sign in again."
diff --git a/src/routes/(app)/documents/+page.svelte b/src/routes/(app)/documents/+page.svelte
index fa290999a..63c7cb50f 100644
--- a/src/routes/(app)/documents/+page.svelte
+++ b/src/routes/(app)/documents/+page.svelte
@@ -29,7 +29,10 @@
 	};
 
 	const uploadDoc = async (file) => {
-		const res = await uploadDocToVectorDB(localStorage.token, '', file);
+		const res = await uploadDocToVectorDB(localStorage.token, '', file).catch((error) => {
+			toast.error(error);
+			return null;
+		});
 
 		if (res) {
 			await createNewDoc(
@@ -38,7 +41,10 @@
 				res.filename,
 				transformFileName(res.filename),
 				res.filename
-			);
+			).catch((error) => {
+				toast.error(error);
+				return null;
+			});
 			await documents.set(await getDocs(localStorage.token));
 		}
 	};