I added more debug messages (ps -aef | grep unatteded-upgrade) to unattended-upgrades-shutdown. In xenial, it looks like unattended-upgrade is killed before unattended-upgrades-shutdown is running. That is why unattended-upgrades-shutdown can get lock.
Log: 1. xenial (unattended-upgrades-0.90ubuntu0.6): unattended-upgrades-shutdown.log 2017-06-23 15:27:09,824 WARNING - Running unattended-upgrades in shutdown mode WARNING - ps -aef | grep unatteded-upgrade WARNING - root 16581 1 0 15:27 ? 00:00:00 /usr/bin/python3 /usr/share/unattended-upgrades/unattended-upgrade-shutdown WARNING - root 16662 16581 0 15:27 ? 00:00:00 grep unattended-upgrade WARNING - get_lock returned 4 WARNING - lock not taken 2. yakkety (unattended-upgrades-0.92ubuntu1.5): unattended-upgrades-shutdown.log 2017-06-23 13:52:55,720 WARNING - Running unattended-upgrades in shutdown mode WARNING - ps -aef | grep unatteded-upgrade WARNING - root 5193 1298 0 13:49 ? 00:00:00 sudo unattended-upgrade WARNING - root 5196 5193 61 13:49 ? 00:02:14 /usr/bin/python3 /usr/bin/unattended-upgrade WARNING - root 5379 1 0 13:52 ? 00:00:00 /usr/bin/python3 /usr/share/unattended-upgrades/unattended-upgrade-shutdown WARNING - root 5444 5379 0 13:52 ? 00:00:00 grep unattended-upgrade WARNING - get_lock returned -1 WARNING - Unattended-upgrade in progress during shutdown, sleeping for 5s ... WARNING - get_lock returned -1 WARNING - Unattended-upgrade in progress during shutdown, sleeping for 5s WARNING - get_lock returned 4 WARNING - lock not taken INFO - All upgrades installed -- You received this bug notification because you are a member of Ubuntu Touch seeded packages, which is subscribed to unattended-upgrades in Ubuntu. https://bugs.launchpad.net/bugs/1690980 Title: No pop-up window to warn users that system should not reboot or shutdown while installing security updates Status in OEM Priority Project: Triaged Status in OEM Priority Project xenial series: New Status in unattended-upgrades package in Ubuntu: Incomplete Bug description: Title: No pop-up window to warn users that system should not reboot or shutdown while installing security updates Summary: No pop-up window to warn users that system should not reboot or shutdown while installing security updates Steps: 1. trigger unattended-upgrades 2. reboot or shutdown system while installing packages Expected results: There is a pop-up window to warn users that system should not reboot or shutdown Actual results: There is no pop-up window to warn users Additional information: $ apt-cache policy unattended-upgrades unattended-upgrades: Installed: 0.90 Candidate: 0.90ubuntu0.5 $ lsb_release -rd Description: Ubuntu 16.04 LTS To manage notifications about this bug go to: https://bugs.launchpad.net/oem-priority/+bug/1690980/+subscriptions -- Mailing list: https://launchpad.net/~touch-packages Post to : [email protected] Unsubscribe : https://launchpad.net/~touch-packages More help : https://help.launchpad.net/ListHelp

