When running as a Windows service, Jenkins is unable to restart itself after installing/upgrading plugins or running /restart. The tail of jenkins.err.log reads:

"""
WARNING: Failed to restart Hudson
java.io.IOException: Restarting a service
[Jenkins] $ "C:\Program Files (x86)\Jenkins\jenkins.exe" restart

at hudson.lifecycle.WindowsServiceLifecycle.restart(WindowsServiceLifecycle.java:135)
at jenkins.model.Jenkins$23.run(Jenkins.java:3288)
"""

Additionally, jenkins.wrapper.log shows the following error:

"""
2014-04-16 16:54:57 - Starting C:\Program Files (x86)\Jenkins\jre\bin\java -Xrs -Xmx256m -Dhudson.lifecycle=hudson.lifecycle.WindowsServiceLifecycle -jar "C:\Program Files (x86)\Jenkins\jenkins.war" --httpPort=8080
2014-04-16 16:54:57 - Started 1796
2014-04-17 18:14:19 - Stopping jenkins
2014-04-17 18:14:19 - ProcessKill 1796
2014-04-17 18:14:19 - Send SIGINT 1796
2014-04-17 18:14:19 - SIGINT to1796 successful
2014-04-17 18:14:19 - Send SIGINT 1796
2014-04-17 18:14:19 - SIGINT to 1796 failed - Killing as fallback
2014-04-17 18:14:19 - Finished jenkins
"""

On previous versions of Jenkins, none of the lines with "SIGINT" are present, and restart works as expected.

Seeing this issue on two different Windows machines. Can be tested with a stock installation of jenkins-1.559.msi. After Jenkins is installed, go to localhost:8080/restart and restart. The Jenkins service will stop but not restart, and the above error can be seen in the err log.

Went back and tested 1.549, 1.554, 1.557 and 1.558. None of these exhibited this problem. Reinstalled 1.559, and saw the problem immediately.

Work-around is to run Windows Services manager and manually restart Jenkins service.