Stannous Chloride → 8-Chloro-2-methyl-5H-dibenzo[b,e][1,4]diazepin-11-ylamine hydrochloride

Participants

Reaction Steps

Heat a solution of 2-(4-chloro-2-nitro-phenylamino)-5-methyl-benzonitrile (1.63 g, 6.44 mmol) in ethanol (25 ml) to 60° C. To this add a solution of tin (II) chloride (3.22 g, 17.00 mmol) in 5.0 N hydrochloric acid (25 ml). Heat the resulting mixture to reflux for 16 hours. Cool the reaction to room temperature and place in a freezer for 16 hours. Collect by filtration the precipitated product from the solution and to obtain 1.325 g of the title compound (4.50 mmol, 80% yield) as a yellow amorphous solid: Mass Spectrum (m/e): 258(M+1).

Provenance & Evidence