The validators don't work very well sometimes when put in an UpdatePanel. But they used to...
The reason is that in the 1.0 release of Ajax asp.net the validators that were used in place of the the ordinary asp.net validators have been removed. There was supposed to be an update available for the System.Web namespace to overcome this problem but it will take some time before we have the update. In the meantime there is a fix available.
Have a look here: http://blogs.msdn.com/mattgi/archive/2007/01/23/asp-net-ajax-validators.aspx
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