diff --git a/src/bridge.py b/src/bridge.py
index 7e13a31..f6643e1 100644
--- a/src/bridge.py
+++ b/src/bridge.py
@@ -178,6 +178,7 @@ class MaxToTelegramBridge:
 
         for index, file_url in enumerate(parsed.file_urls):
             caption = text if not sent_any and index == 0 else None
+            file_name = parsed.file_names_by_url.get(file_url)
             target_chat_id, sent = await self._send_with_migration_retry(
                 target_chat_id=target_chat_id,
                 max_chat_title_norm=normalized,
@@ -185,6 +186,7 @@ class MaxToTelegramBridge:
                 send_action=lambda chat_id: self._telegram.send_document(
                     chat_id,
                     file_url,
+                    file_name=file_name,
                     caption=caption,
                     reply_to_message_id=reply_telegram_mid if not sent_any and index == 0 else None,
                 ),
@@ -366,6 +368,13 @@ class MaxToTelegramBridge:
         parsed.image_urls = list(dict.fromkeys(parsed.image_urls))
         parsed.video_urls = list(dict.fromkeys(parsed.video_urls))
         parsed.file_urls = list(dict.fromkeys(parsed.file_urls))
+        parsed.file_names_by_url = {
+            url: name for url, name in parsed.file_names_by_url.items() if url in parsed.file_urls and name
+        }
+        if parsed.file_urls:
+            parsed.unknown_attachments = [
+                x for x in parsed.unknown_attachments if not self._is_file_unknown_marker(x)
+            ]
         parsed.unknown_attachments = list(dict.fromkeys(parsed.unknown_attachments))
         return parsed
 
@@ -409,6 +418,9 @@ class MaxToTelegramBridge:
                 )
                 if resolved:
                     parsed.file_urls.append(resolved)
+                    file_name = str(getattr(attach, "name", "") or "").strip()
+                    if file_name:
+                        parsed.file_names_by_url[resolved] = file_name
                 else:
                     fallback = str(getattr(attach, "name", "") or "").strip()
                     if fallback:
@@ -484,7 +496,11 @@ class MaxToTelegramBridge:
             )
             url = getattr(file_info, "url", None)
             if url:
-                parsed.file_urls.append(str(url))
+                resolved = str(url)
+                parsed.file_urls.append(resolved)
+                file_name = str(getattr(attach, "name", "") or "").strip()
+                if file_name:
+                    parsed.file_names_by_url[resolved] = file_name
                 return True
         except Exception:
             logger.debug("Cannot resolve generic file attach from Max", exc_info=True)
@@ -604,3 +620,8 @@ class MaxToTelegramBridge:
         )
         unknown = ", ".join(parsed.unknown_attachments[:5]) if parsed.unknown_attachments else "unknown"
         return f"{base}\n\n[!] Неизвестный или пустой тип сообщения из MAX (attachments={unknown})."
+
+    @staticmethod
+    def _is_file_unknown_marker(value: str) -> bool:
+        normalized = str(value or "").strip().casefold()
+        return normalized in {"attachtype.file", "fileattach", "file"}
diff --git a/src/models.py b/src/models.py
index 3dd08ca..258e3c5 100644
--- a/src/models.py
+++ b/src/models.py
@@ -11,6 +11,8 @@ class ParsedMessage:
     image_urls: list[str] = field(default_factory=list)
     video_urls: list[str] = field(default_factory=list)
     file_urls: list[str] = field(default_factory=list)
+    # URL -> исходное имя файла (если удалось определить в MAX).
+    file_names_by_url: dict[str, str] = field(default_factory=dict)
     unknown_attachments: list[str] = field(default_factory=list)
     # Ответ в MAX: Message.link указывает на исходное сообщение (тред).
     reply_to_max_message_id: str | None = None
diff --git a/src/telegram_api.py b/src/telegram_api.py
index b4cf54a..afe3d4b 100644
--- a/src/telegram_api.py
+++ b/src/telegram_api.py
@@ -112,17 +112,20 @@ class TelegramClient:
         self,
         chat_id: str,
         document_url: str,
+        file_name: str | None = None,
         caption: str | None = None,
         *,
         reply_to_message_id: int | None = None,
     ) -> dict[str, Any]:
         # Telegram часто не может скачать URL, которые доступны только клиенту MAX.
         # Поэтому скачиваем сами во временный файл и отправляем как multipart upload.
-        tmp_path = await self._download_to_temp(document_url)
+        safe_name = self._sanitize_filename(file_name) if file_name else None
+        tmp_path = await self._download_to_temp(document_url, preferred_filename=safe_name)
         try:
             return await self.send_document_file(
                 chat_id=chat_id,
                 file_path=tmp_path,
+                upload_filename=safe_name,
                 caption=caption,
                 reply_to_message_id=reply_to_message_id,
             )
@@ -137,6 +140,7 @@ class TelegramClient:
         *,
         chat_id: str,
         file_path: str,
+        upload_filename: str | None = None,
         caption: str | None = None,
         reply_to_message_id: int | None = None,
     ) -> dict[str, Any]:
@@ -146,7 +150,7 @@ class TelegramClient:
         if reply_to_message_id is not None:
             payload["reply_to_message_id"] = str(int(reply_to_message_id))
 
-        filename = pathlib.Path(file_path).name
+        filename = upload_filename or pathlib.Path(file_path).name
 
         def _do_request() -> requests.Response:
             with open(file_path, "rb") as f:
@@ -327,8 +331,8 @@ class TelegramClient:
             )
         return data
 
-    async def _download_to_temp(self, url: str) -> str:
-        filename = self._infer_filename_from_url(url) or "max-file"
+    async def _download_to_temp(self, url: str, preferred_filename: str | None = None) -> str:
+        filename = preferred_filename or self._infer_filename_from_url(url) or "max-file"
         tmp_dir = self._ensure_tmp_root()
         fd, path = tempfile.mkstemp(prefix="max2tg_", suffix=f"_{filename}", dir=tmp_dir)
         os.close(fd)
@@ -370,3 +374,11 @@ class TelegramClient:
         except Exception:
             return None
         return None
+
+    @staticmethod
+    def _sanitize_filename(name: str | None) -> str | None:
+        if not name:
+            return None
+        bad = '<>:"/\\|?*'
+        cleaned = "".join("_" if ch in bad else ch for ch in str(name)).strip().strip(".")
+        return cleaned or None