以N-溴代丁二酰亚胺为溴代试剂的2-溴-6-甲酰胺环己酮的合成

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关键词：2-甲酰胺环己酮;2-溴-6-甲酰胺环已酮；溴代反应;N-溴代丁二酰亚胺 中图分类号：TQ463.3 文献标志码：A DOI：10.3969/j.issn.1003-9015.2025.02.012

Abstract：3-bromo-2-oxocyclohexanecarboxamideasarawmaterialforthe synthesis of gliclazide is prepared from 2-oxocyclohexanecarboxamidevia bromination．Inorderto improvethesafetyand selectivityof brominationreaction， N -bromosuccinimide（NBS）wasused as a brominating agent for the bromination of 2-oxocyclohexanecarboxamide.Efects of stiring speed，reaction temperature，reaction solvent，NBS dosage and feeding method on the synthesis of 3-bromo-2-oxocyclohexanecarboxamide were investigated.The results show that the release of bromine from NBS and theconversion of the intermediate to 3-bromo-2-oxocyclohexanecarboxamide requires acid. Too much NBS and too fast addition of NBS would consume theacid quickly，which was not conduciveto theformation of 3- bromo-2-oxocyclohexanecarboxamide.With acetonitrileas solvent，NBS to2-oxocyclohexanecarboxamide molarratio 1.2：1，andNBS wasadded into thereactionsystem inthreebatchesatthe beginningof thereaction，2O minand 40 minrespectively，and the reaction was conducted forl05 min under reflux，then thecomplete conversion of 3- bromo-2-oxocyclohexanecarboxamidewasachieved，andtheyield of3-bromo-2-oxocyclohexanecarboxamide is 98% ·

Key words： 2-oxocyclohexanecarboxamide；3-bromo-2-oxocyclohexanecarboxamide； bromination reaction; N -bromosuccinimide

1前言

作为 α -溴代酮化合物的一种衍生物，2-溴-6-甲酰胺环己酮因其较高的反应活性在医药和农药领域具有重要作用，是合成化学领域的重要中间体，可用于合成环戊烷-1，2-二羧酸[1]、1，2-环戊二甲酰亚胺[2]等医药中间体，其中1，2-环戊二甲酰亚胺是合成格列齐特的重要中间体。（剩余13878字）