Benzylamine → 3-Benzylamino-8-chloro-2,5-dioxo-2,5-dihydro-1H-benz[b]azepine

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Reaction Steps

To a stirred solution of 8-chloro-3-methoxy-2,5-dioxo-2,5-dihydro-1H-benz[b]azepine (0.5 g) in methanol (15 mL) was added benzylamine (0.3 mL). The mixture was heated to reflux for 24 hours. The solvent was evaporated to give a solid. The solid was recrystallized from dimethylformamide (5 mL) and water, washed (water) and vacuum dried (100° C., 15 Pa) to give the title compound (0.181 g); mp 309.1°-313.9° C.; NMR: 5.73 (s,1); MS: m/z=313(M+1). Analysis for C17H13ClN2O2 : Calculated: C, 65.29; H, 4.19; N, 8.96; Found: C, 65.02; H, 3.96; N, 8.61.

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