"To know + object + to + infinitive" works here, right?

I made up a sentence: "Whom do you know in the picture who has been in jail?"

Is the sentence correct? If so, can it be rephrased as "Whom do you know in the picture to have been in jail?"?

[1] Whom [do you know] [in the picture] who has been in jail?

[2] Whom do you know [in the picture] to have been in jail?

We use the condensed form for clarity. #1 without the bracketed words should be

Who ... has been in jail?

The mistakes hence are the use of whom and the extra who.

We build up the sentence further:

Who do you know ... has been in jail?

Who do you know ... is to have been in jail?

Somehow, I feel that know works less well than think or believe:

Who do you think (or believe) ... is to have been in jail?

#2 without the bracketed words is shown above.

Its mistakes hence are the use of whom and the missing is.

We use the subject form who in who has been and who is, not the object form.