The Sing Sing singer? (4,4)

'the sing sing' is the definition.
I don't know anything about this answer so I can't judge whether it can be defined by this definition.

'singer?' is the wordplay.
I cannot really see how this works, but
'singer?' could be 'bird' (synonyms) and 'bird' is found in the answer.
The remaining letters 'jail' is a valid word which might be clued in a way I don't see.
This may be the basis of the clue (or it may be nonsense).

Can you help me to learn more?