diff --git a/imap/attachextract.c b/imap/attachextract.c
index 941628f16b1..c027f7d92a0 100644
--- a/imap/attachextract.c
+++ b/imap/attachextract.c
@@ -323,6 +323,13 @@ static int extractor_httpreq(struct extractor_ctx *ext,
             "method=<%s> guid=<%s> statuscode=<%d> r=<%s>",
             method, guidstr, *res_statuscode, error_message(r));
 
+    if (r) {
+        xsyslog(LOG_WARNING, "failed HTTP request - resetting connection",
+                "method=<%s> guid=<%s> statuscode=<%d> r=<%s>",
+                method, guidstr, *res_statuscode, error_message(r));
+        extractor_disconnect(ext);
+    }
+
     spool_free_hdrcache(res_hdrs);
     buf_free(&req_buf);
     buf_free(&url_buf);