I had captured 2 "empire slumdog" guys each one of them had a bounty of 2,000. So I turned them in at the police station in Clownsteady but instead of receiving 2,000 cats, I lost 2,000 each time I turned one of them in.
I also encountered these slumdogs and did, as you described. The bug occurs, when you speak and hand them over to the police chief, right? Though it works correctly, if you drop them directly into a prisoner cage.