Angels with Dirty Faces (movie, 1938)

In New York, the boys Rocky Sullivan and Jerry Connelly are best friends and small time thieves. After a robbery, Rocky is arrested and sent to a reformatory school, where he begins his criminal career. Jerry escapes and later becomes a priest. After three years in prison, Rocky is released and demands the return of $100,000 deposited with his solicitor - prior to his jail term.