diff --git a/src/net.c b/src/net.c
index a54939587b..d59dd82f44 100644
--- a/src/net.c
+++ b/src/net.c
@@ -1535,12 +1535,67 @@ handle_request(coap_context_t *context, coap_queue_t *node) {
   assert(response == NULL);
 }
 
+static inline int
+is_separate(const coap_queue_t *node) {
+   return node->retransmit_cnt > COAP_DEFAULT_MAX_RETRANSMIT;
+}
+
+static int
+coap_remove_separate_from_queue(coap_context_t *context, const coap_address_t *dst,
+			 const unsigned char *token, size_t token_length, coap_queue_t **sent) {
+  coap_queue_t *p, *q;
+  if (!context->sendqueue)
+    return 0;
+
+  if (coap_address_equals(dst, &context->sendqueue->remote) &&
+	    token_match(token, token_length,
+		              context->sendqueue->pdu->hdr->token,
+		              context->sendqueue->pdu->hdr->token_length) &&
+      is_separate(context->sendqueue)) {
+    *sent = context->sendqueue;
+    context->sendqueue = context->sendqueue->next;
+    return 1;
+  }
+
+  p = context->sendqueue;
+  q = p->next;
+
+  /* when q is not NULL, it does not match (dst, token), so we can skip it */
+  while (q) {
+    if (coap_address_equals(dst, &q->remote) &&
+        token_match(token, token_length,
+                    q->pdu->hdr->token,
+                    q->pdu->hdr->token_length) &&
+        is_separate(q)) {
+      p->next = q->next;
+      q->next = NULL;
+      *sent = q;
+      return 1;
+    } else {
+      p = q;
+      q = q->next;
+    }
+  }
+  return 0;
+}
+
 static inline void
 handle_response(coap_context_t *context, 
 		coap_queue_t *sent, coap_queue_t *rcvd) {
 
   coap_send_ack(context, &rcvd->local_if, &rcvd->remote, rcvd->pdu);
-  
+
+  /* In case of separate response, the request cannot be matched with
+   * transaction id which is based on message id and remote address.
+   * Besides, excludes type Acknowledgement since separate response
+   * cannot be be of that type.
+   */
+  if (sent == NULL && rcvd->pdu->type != COAP_MESSAGE_ACK) {
+    coap_remove_separate_from_queue(context, &rcvd->remote,
+        rcvd->pdu->hdr->token,
+        rcvd->pdu->hdr->token_length, &sent);
+  }
+
   /* In a lossy context, the ACK of a separate response may have
    * been lost, so we need to stop retransmitting requests with the
    * same token.
@@ -1580,8 +1635,15 @@ coap_dispatch(coap_context_t *context, coap_queue_t *rcvd) {
       /* find transaction in sendqueue to stop retransmission */
       coap_remove_from_queue(&context->sendqueue, rcvd->id, &sent);
 
-      if (rcvd->pdu->hdr->code == 0)
+      if (rcvd->pdu->hdr->code == 0) {
+        if (sent != NULL) {
+          sent->retransmit_cnt = COAP_DEFAULT_MAX_RETRANSMIT + 1;
+          sent->t = sent->timeout << COAP_DEFAULT_MAX_RETRANSMIT;
+          coap_insert_node(&context->sendqueue, sent);
+          sent = NULL;
+        }
 	goto cleanup;
+      }
 
       /* if sent code was >= 64 the message might have been a 
        * notification. Then, we must flag the observer to be alive