301 Redirect of many pages on IIS

[SEMMatt]

We have a situation where we want to rename about 550 HTML pages. In doing so, we want to 301 redirect the old pages to the new ones.

All:
What is the easiest way to do this? We are running Microsoft IIS. I don't want to burden the system admin (not me) with having to a manual operation on 500 + pages. Besides going from html to .asp the names will totally be changed from like abcd123.html to my-optimized-keywords.asp

Has anyone used a custom handle 404 page to handle the 301 redirect? What is your experience with it? Any advice/suggestions are appreciated.

Thanx,

[incrediblehelp]

Use ISAPI

[SEMMatt]

Thanks,

That actually looks a bit complicated to me. What do you think of this package?
Installation & Setup with an MS Access database - Smart 404 Handler, an ASP-based 404 error page for IIS | Evolved Code

Are they doing the same thing?

M

[Peter (IMC)]

ISAPI rewrites work but if you´re going to change the names too then you have no choice but to create every rewrite manually.

if you´re using ISAPI Rewrites (Search for MOD_REWRITE for more info on how to do a single rewrite) you can just create an excell file, use some excel magic and you've got those 500 lines done within an hour.