2-Amino-3-(4-chlorobenzoyl)-alpha-(methylthio)benzeneacetonitrile → 2-Amino-3-(4-chlorobenzoyl)benzeneacetonitrile

Participants

Reaction Steps

A 280 g sample of a commercial Raney nickel preparation was washed twice with water, titrated to a pH of 7 with acetic acid, washed twice with water and three times with tetrahydrofuran. The Raney nickel preparation was then slurried in 300 ml of tetrahydrofuran and added to a stirred solution of 34.4 g (0.11 mole) of 2-amino-3-(4-chlorobenzoyl)-α-(methylthio)benzeneacetonitrile in 250 ml of tetrahydrofuran. The resulting mixture was stirred at ambient temperature for 10 minutes, filtered through Celite, and the filtrate concentrated to give a solid as a residue. This solid residue was recrystallized from acetonitrile to yield 16.4 g (56%) of the titled compound as brown crystals, m.p. 181°-2° C.

Provenance & Evidence