Acetic Acid → 5-(4-chlorophenyl)-3,3,6,7-tetramethyl-1H-thieno[2,3-e][1,4]diazepin-2(3H)-one

Participants

Reaction Steps

A round bottomed flask was charged with 2-amino-N-(3-(4-chlorobenzoyl)-4,5-dimethylthiophen-2-yl)-2-methylpropanamide (1 g, 2.85 mmol) and a stir bar. Ethanol (25 mL, 0.1 M) was added, followed by acetic acid (4.08 ml, 71.3 mmol, 25 equiv), and the solution was stirred at reflux 4 h before being concentrated and purified by column chromatography (eluting with hexanes/ethyl acetate) to yield 5-(4-chlorophenyl)-3,3,6,7-tetramethyl-1H-thieno[2,3-e][1,4]diazepin-2(3H)-one as a yellow amorphous solid (m/z=333) that was used in the subsequent reaction.

Provenance & Evidence