There could be several problems.
One is the small white nylon stud under the cylinder release is missing or worn down. This can be replaced with a piece of the right size of white weed eater cord.
The second problem is the spring that powers the latch is weak or impacted with gunk.
Third is a worn or even factory mis-fit latch.
Here's an exploded view of the DS.
http://stevespages.com/ipb-colt-detectivespecial.html
The nylon stud is part number 13. It's pressed into the side plate or the latch itself.
The spring and plunger that power the latch are parts 12. (for some reason the tiny plunger isn't shown).


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