diff --git a/lib/features/login/data/network/interceptors/authorization_interceptors.dart b/lib/features/login/data/network/interceptors/authorization_interceptors.dart
index 5387e965a..31829a571 100644
--- a/lib/features/login/data/network/interceptors/authorization_interceptors.dart
+++ b/lib/features/login/data/network/interceptors/authorization_interceptors.dart
@@ -179,36 +179,18 @@ class AuthorizationInterceptors extends QueuedInterceptorsWrapper {
       }
 
       if (isRetryRequest) {
-        if (extraInRequest.containsKey(FileUploader.uploadAttachmentExtraKey)) {
-          log('AuthorizationInterceptors::onError: Retry upload request with TokenId = ${_token?.tokenIdHash}');
-          final uploadExtra = extraInRequest[FileUploader.uploadAttachmentExtraKey];
-
-          requestOptions.headers[HttpHeaders.authorizationHeader] = _getTokenAsBearerHeader(_token!.token);
-          // Mark as attempted to prevent infinite retry loops
-          requestOptions.extra[_refreshAttemptedKey] = true;
-
-          final newOptions = Options(
-            method: requestOptions.method,
-            headers: requestOptions.headers,
-            extra: requestOptions.extra,
-          );
-
-          final response = await _dio.request(
-            requestOptions.path,
-            data: _getDataUploadRequest(uploadExtra),
-            queryParameters: requestOptions.queryParameters,
-            options: newOptions,
-          );
-
-          return handler.resolve(response);
-        } else {
-          log('AuthorizationInterceptors::onError: Retry request with TokenId = ${_token?.tokenIdHash}');
-          requestOptions.headers[HttpHeaders.authorizationHeader] = _getTokenAsBearerHeader(_token!.token);
-          // Mark as attempted to prevent infinite retry loops
-          requestOptions.extra[_refreshAttemptedKey] = true;
-
-          final response = await _dio.fetch(requestOptions);
+        try {
+          final response = await _retryRequest(requestOptions, extraInRequest);
           return handler.resolve(response);
+        } catch (retryError) {
+          logError(
+            'AuthorizationInterceptors::onError: '
+            'Retry failed with error=$retryError',
+          );
+          return super.onError(
+            err.copyWith(error: retryError),
+            handler,
+          );
         }
       } else {
         return super.onError(err, handler);
@@ -379,6 +361,44 @@ class AuthorizationInterceptors extends QueuedInterceptorsWrapper {
     return _invokeRefreshTokenFromServer();
   }
 
+  Future<Response> _retryRequest(
+    RequestOptions requestOptions,
+    Map<String, dynamic> extraInRequest,
+  ) {
+    requestOptions.headers[HttpHeaders.authorizationHeader] =
+        _getTokenAsBearerHeader(_token!.token);
+    requestOptions.extra[_refreshAttemptedKey] = true;
+
+    final retryDio = _createRetryDio();
+
+    if (extraInRequest.containsKey(FileUploader.uploadAttachmentExtraKey)) {
+      log('AuthorizationInterceptors::_retryRequest: '
+          'Retry upload request with TokenId = ${_token?.tokenIdHash}');
+      final uploadExtra =
+          extraInRequest[FileUploader.uploadAttachmentExtraKey];
+
+      return retryDio.request(
+        requestOptions.path,
+        data: _getDataUploadRequest(uploadExtra),
+        queryParameters: requestOptions.queryParameters,
+        options: Options(
+          method: requestOptions.method,
+          headers: requestOptions.headers,
+          extra: requestOptions.extra,
+        ),
+      );
+    } else {
+      log('AuthorizationInterceptors::_retryRequest: '
+          'Retry request with TokenId = ${_token?.tokenIdHash}');
+      return retryDio.fetch(requestOptions);
+    }
+  }
+
+  /// Creates a separate Dio instance without interceptors for retry requests.
+  /// This avoids deadlock when retrying inside [onError] of [QueuedInterceptorsWrapper].
+  Dio _createRetryDio() => Dio(_dio.options)
+    ..httpClientAdapter = _dio.httpClientAdapter;
+
   void clear() {
     _authorization = null;
     _token = null;
diff --git a/test/features/interceptor/authorization_interceptor_test.dart b/test/features/interceptor/authorization_interceptor_test.dart
index fbbc0f3a5..dcad0ef24 100644
--- a/test/features/interceptor/authorization_interceptor_test.dart
+++ b/test/features/interceptor/authorization_interceptor_test.dart
@@ -1335,6 +1335,218 @@ void main() {
     );
   });
 
+  // ============================================================
+  // onError: retry fails (separate Dio error handling)
+  // ============================================================
+  group('onError: retry fails (separate Dio error handling)', () {
+    test(
+      'WHEN refresh succeeds but retry with new token gets 401\n'
+      'THEN error is propagated via retry catch block\n'
+      'AND no deadlock occurs',
+      () async {
+        authorizationInterceptors.setTokenAndAuthorityOidc(
+          newToken: OIDCFixtures.tokenOidcExpiredTime,
+          newConfig: OIDCFixtures.oidcConfiguration,
+        );
+
+        // Old token → 401
+        dioAdapter.onPost(
+          baseUrl,
+          (server) => server.throws(responseStatusCode401, makeDioError401()),
+          headers: {
+            HttpHeaders.authorizationHeader:
+                'Bearer ${OIDCFixtures.tokenOidcExpiredTime.token}',
+          },
+        );
+        // Retry with new token → also 401
+        dioAdapter.onPost(
+          baseUrl,
+          (server) => server.throws(
+            responseStatusCode401,
+            makeDioError401(),
+          ),
+          headers: {
+            HttpHeaders.authorizationHeader:
+                'Bearer ${OIDCFixtures.newTokenOidc.token}',
+          },
+        );
+
+        when(authenticationClient.refreshingTokensOIDC(
+          OIDCFixtures.oidcConfiguration.clientId,
+          OIDCFixtures.oidcConfiguration.redirectUrl,
+          OIDCFixtures.oidcConfiguration.discoveryUrl,
+          OIDCFixtures.oidcConfiguration.scopes,
+          OIDCFixtures.tokenOidcExpiredTime.refreshToken,
+        )).thenAnswer((_) async => OIDCFixtures.newTokenOidc);
+        stubAccountCache();
+
+        await expectLater(
+          () => dio.post(baseUrl),
+          throwsA(isA<DioException>()),
+        );
+
+        // Refresh was called once
+        verify(authenticationClient.refreshingTokensOIDC(
+          OIDCFixtures.oidcConfiguration.clientId,
+          OIDCFixtures.oidcConfiguration.redirectUrl,
+          OIDCFixtures.oidcConfiguration.discoveryUrl,
+          OIDCFixtures.oidcConfiguration.scopes,
+          OIDCFixtures.tokenOidcExpiredTime.refreshToken,
+        )).called(1);
+      },
+    );
+
+    test(
+      'WHEN refresh succeeds but retry gets 500\n'
+      'THEN error is propagated\n'
+      'AND OIDC state is preserved',
+      () async {
+        authorizationInterceptors.setTokenAndAuthorityOidc(
+          newToken: OIDCFixtures.tokenOidcExpiredTime,
+          newConfig: OIDCFixtures.oidcConfiguration,
+        );
+
+        final dioError500 = DioException(
+          error: {'message': 'Internal Server Error'},
+          requestOptions: RequestOptions(path: baseUrl, method: 'POST'),
+          response: Response(
+            statusCode: responseStatusCode500,
+            requestOptions: RequestOptions(path: baseUrl),
+          ),
+          type: DioExceptionType.badResponse,
+        );
+
+        // Old token → 401
+        dioAdapter.onPost(
+          baseUrl,
+          (server) => server.throws(responseStatusCode401, makeDioError401()),
+          headers: {
+            HttpHeaders.authorizationHeader:
+                'Bearer ${OIDCFixtures.tokenOidcExpiredTime.token}',
+          },
+        );
+        // Retry with new token → 500
+        dioAdapter.onPost(
+          baseUrl,
+          (server) => server.throws(responseStatusCode500, dioError500),
+          headers: {
+            HttpHeaders.authorizationHeader:
+                'Bearer ${OIDCFixtures.newTokenOidc.token}',
+          },
+        );
+
+        when(authenticationClient.refreshingTokensOIDC(
+          OIDCFixtures.oidcConfiguration.clientId,
+          OIDCFixtures.oidcConfiguration.redirectUrl,
+          OIDCFixtures.oidcConfiguration.discoveryUrl,
+          OIDCFixtures.oidcConfiguration.scopes,
+          OIDCFixtures.tokenOidcExpiredTime.refreshToken,
+        )).thenAnswer((_) async => OIDCFixtures.newTokenOidc);
+        stubAccountCache();
+
+        await expectLater(
+          () => dio.post(baseUrl),
+          throwsA(isA<DioException>()),
+        );
+
+        // OIDC state should NOT be cleared (only 400 clears state)
+        expect(
+          authorizationInterceptors.authenticationType,
+          AuthenticationType.oidc,
+        );
+      },
+    );
+
+    test(
+      'GIVEN 2 concurrent requests\n'
+      'WHEN Request 1 refreshes and retries successfully\n'
+      'AND Request 2 retries with new token but gets 500\n'
+      'THEN Request 1 succeeds\n'
+      'AND Request 2 error is propagated',
+      () async {
+        authorizationInterceptors.setTokenAndAuthorityOidc(
+          newToken: OIDCFixtures.tokenOidcExpiredTime,
+          newConfig: OIDCFixtures.oidcConfiguration,
+        );
+
+        final dioError500 = DioException(
+          error: {'message': 'Internal Server Error'},
+          requestOptions: RequestOptions(path: '$baseUrl/2', method: 'POST'),
+          response: Response(
+            statusCode: responseStatusCode500,
+            requestOptions: RequestOptions(path: '$baseUrl/2'),
+          ),
+          type: DioExceptionType.badResponse,
+        );
+
+        // Request 1: old token → 401
+        dioAdapter.onPost(
+          '$baseUrl/1',
+          (server) => server.reply(
+            responseStatusCode401,
+            {'error': 'Unauthorized'},
+          ),
+          headers: {
+            HttpHeaders.authorizationHeader:
+                'Bearer ${OIDCFixtures.tokenOidcExpiredTime.token}',
+          },
+        );
+        // Request 1 retry: new token → 200
+        dioAdapter.onPost(
+          '$baseUrl/1',
+          (server) =>
+              server.reply(responseStatusCode200, dataRequestSuccessfully),
+          headers: {
+            HttpHeaders.authorizationHeader:
+                'Bearer ${OIDCFixtures.newTokenOidc.token}',
+          },
+        );
+
+        // Request 2: old token → 401
+        dioAdapter.onPost(
+          '$baseUrl/2',
+          (server) => server.reply(
+            responseStatusCode401,
+            {'error': 'Unauthorized'},
+          ),
+          headers: {
+            HttpHeaders.authorizationHeader:
+                'Bearer ${OIDCFixtures.tokenOidcExpiredTime.token}',
+          },
+        );
+        // Request 2 retry: new token → 500
+        dioAdapter.onPost(
+          '$baseUrl/2',
+          (server) => server.throws(responseStatusCode500, dioError500),
+          headers: {
+            HttpHeaders.authorizationHeader:
+                'Bearer ${OIDCFixtures.newTokenOidc.token}',
+          },
+        );
+
+        when(authenticationClient.refreshingTokensOIDC(
+          OIDCFixtures.oidcConfiguration.clientId,
+          OIDCFixtures.oidcConfiguration.redirectUrl,
+          OIDCFixtures.oidcConfiguration.discoveryUrl,
+          OIDCFixtures.oidcConfiguration.scopes,
+          OIDCFixtures.tokenOidcExpiredTime.refreshToken,
+        )).thenAnswer((_) async => OIDCFixtures.newTokenOidc);
+        stubAccountCache();
+
+        final future1 = dio.post('$baseUrl/1');
+        final future2 = dio.post('$baseUrl/2');
+
+        final response1 = await future1;
+        expect(response1.statusCode, responseStatusCode200);
+
+        await expectLater(
+          () => future2,
+          throwsA(isA<DioException>()),
+        );
+      },
+    );
+  });
+
   // ============================================================
   // onError: token duplicate prevents infinite loop
   // ============================================================