Diethyl Ether → 3-tert-Butoxycarbonyl-6-carbamimidoylthiomethyl-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride

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Reaction Conditions

Reaction Steps

To a solution of 3-tert-butoxycarbonyl-7-chloro-6-chloromethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine (0.742 g, 2.247 mmol) in anhydrous dioxane (9.4 mL) add thiourea (0.17 g, 2.2 mmol) at room temperature. Heat the mixture at 95° C. overnight. Cool the mixture to room temperature and add anhydrous ether (25 mL). Stir the mixture for 1 h and filter the slurry. Wash the solid with ether (25 mL) and dry to afford the desired intermediate as a white solid (0.780 g, 85%). MS (ES+) m/z: 370.2 (M+H)+.

Provenance & Evidence