Abstract This paper describes two new access routes to 5, 6, 7, 8-tetrahydro-4H-thieno [2, 3- d] azepine from 2-(2-thienyl) ethylamine or its N-(2-chlorobenzyl) derivative. One of these two syntheses involves a new ring expansion from a 6, 7-dihydro [3, 2-c] pyridinium derivative, chloromethylated in position 4.