Patent ID: 8188290
Filing Date: 2012-05-29
Classification: C07C,C07D

Abstract:
1. A process for preparing N,N-substituted carbamoyl halides of formula (I) (R 1 )(R 2 )NC(O)X wherein X is bromine or chlorine, and R1 is 1-(3,5-bis-trifluoromethyl phenyl)-ethyl, R2 is methyl, or R1 and R2, together with the nitrogen to which they are attached, form 2-(4-Fluoro-2-methyl-phenyl)-piperidine-4-one, which comprises the following steps: a) contacting carbon dioxide and a secondary amine selected from [1-(3,5-bis-trifluoromethyl phenyl)-ethyl]methyl amine, 2-(4-Fluoro-2-methyl-phenyl)piperidine-4-one and enantiomers thereof in the presence of an organic solvent and a base under conditions of time and temperature sufficient to produce the corresponding carbamate salt (III) (R (b) reacting the carbamate salt (III) with trialkylsilylchloride under conditions of time and temperature sufficient to produce the corresponding trialkylsilylester carbamic acid (IV) (R (c) reacting the trialkylsilylester carbamic acid (IV) with a halogenating agent under reaction conditions of time and temperature sufficient to produce the corresponding N,N-substituted carbamoyl halide of formula (I) (R