Look at the JIRA issue:
http://jira.jboss.com/jira/browse/JBAS-1802

The workaround is in:
http://anil-identity.blogspot.com/2007/11/tip-11-refresh-security-roles-within.html

For JBoss5 going forward, we may solve this in a better way than the proposed 
workaround.

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