摘要/Abstract

探索了一种在CO₂作用下邻卤苯腈与NaHS发生硫解反应选择性合成邻卤硫代苯甲酰胺的方法.在该方法中，CO₂/H₂O/NaHS缓冲体系为HS^-离子选择性进攻腈基转化为目标产物提供适宜的pH环境，同时为反应持续提供氢质子.进一步研究发现，CO₂/Na₂S·9H₂O缓冲体系也同样能够高效地发生硫解反应选择性合成邻卤硫代苯甲酰胺.该合成方法简单、高效、原子经济性好，对不同取代的邻卤苯腈具有较好的底物适用性.
关键词: 卤代苯腈, 硫解反应, 卤代硫代苯甲酰胺, 二氧化碳, 硫氢化钠
A method for the selective synthesis of o-halothiobenzamide by thiolysis reaction of o-halobenzonitrile with NaHS under the action of CO₂ was explored. CO₂/H₂O/NaHS was used as a buffer system to provide a suitable pH environment, which would make HS^- attack the nitrile-based carbon selectively to produce the corresponding o-halothiobenzamide. Moreover, the buffer system also provided the additionally required hydrogen atom for the thiolysis reaction of o-haloben-zonitrile with NaHS. Further studies have found that the CO₂/Na₂S·9H₂O buffer system could also efficiently promote the thiolysis reaction of o-halobenzonitrile to form the corresponding o-halothiobenzamide. This synthetic method could be used to prepare different substituted o-halobenzonitriles, which is a simple, efficient and high atom-economic reaction.
Key words: halobenzonitriles, thiolysis reaction, halohiobenzamide, carbon dioxide, NaHS


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