diff --git a/src/chat.rs b/src/chat.rs
index a62c0ce1d..505c56ddf 100644
--- a/src/chat.rs
+++ b/src/chat.rs
@@ -35,7 +35,7 @@ use crate::ephemeral::{start_chat_ephemeral_timers, Timer as EphemeralTimer};
 use crate::events::EventType;
 use crate::location;
 use crate::log::LogExt;
-use crate::message::{self, Message, MessageState, MsgId, Viewtype};
+use crate::message::{self, delete_single_msg_from_imap, Message, MessageState, MsgId, Viewtype};
 use crate::mimefactory::MimeFactory;
 use crate::mimeparser::SystemMessage;
 use crate::param::{Param, Params};
@@ -786,7 +786,19 @@ impl ChatId {
         let chat = Chat::load_from_db(context, self).await?;
         let sync_id = match sync {
             Nosync => None,
-            Sync => chat.get_sync_id(context).await?,
+            Sync => {
+                let chat_items = get_chat_msgs(context, self).await?;
+                for item in chat_items {
+                    match item {
+                        ChatItem::Message { msg_id } => {
+                            let msg = Message::load_from_db(context, msg_id).await?;
+                            delete_single_msg_from_imap(context, msg).await?;
+                        }
+                        ChatItem::DayMarker { .. } => {}
+                    }
+                }
+                chat.get_sync_id(context).await?
+            }
         };
 
         context
diff --git a/src/message.rs b/src/message.rs
index 4673e56d1..f6128429d 100644
--- a/src/message.rs
+++ b/src/message.rs
@@ -1738,16 +1738,7 @@ pub async fn delete_msgs_ex(
         modified_chat_ids.insert(msg.chat_id);
         deleted_rfc724_mid.push(msg.rfc724_mid.clone());
 
-        let target = context.get_delete_msgs_target().await?;
-        let update_db = |trans: &mut rusqlite::Transaction| {
-            trans.execute(
-                "UPDATE imap SET target=? WHERE rfc724_mid=?",
-                (target, msg.rfc724_mid),
-            )?;
-            trans.execute("DELETE FROM smtp WHERE msg_id=?", (msg_id,))?;
-            Ok(())
-        };
-        if let Err(e) = context.sql.transaction(update_db).await {
+        if let Err(e) = delete_single_msg_from_imap(context, msg).await {
             error!(context, "delete_msgs: failed to update db: {e:#}.");
             res = Err(e);
             continue;
@@ -1788,6 +1779,20 @@ pub async fn delete_msgs_ex(
     Ok(())
 }
 
+pub(crate) async fn delete_single_msg_from_imap(context: &Context, msg: Message) -> Result<()> {
+    let target = context.get_delete_msgs_target().await?;
+    let update_db = |trans: &mut rusqlite::Transaction| {
+        trans.execute(
+            "UPDATE imap SET target=? WHERE rfc724_mid=?",
+            (target, msg.rfc724_mid),
+        )?;
+        trans.execute("DELETE FROM smtp WHERE msg_id=?", (msg.id,))?;
+        Ok(())
+    };
+    context.sql.transaction(update_db).await?;
+    Ok(())
+}
+
 /// Marks requested messages as seen.
 pub async fn markseen_msgs(context: &Context, msg_ids: Vec<MsgId>) -> Result<()> {
     if msg_ids.is_empty() {