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The Study on Chlorination by Sulfuryl Chloride of Benzene/Pyridine Carboxamides and Carbonitriles
Letters in Organic Chemistry ( IF 0.7 ) Pub Date : 2020-09-30 , DOI: 10.2174/1570178617666191203101254
Weiqing Yang 1 , Yongjing Cao 1 , Hongrui Cheng 1 , Qingrong Sun 1 , Menglin Ma 1
Affiliation  

In the chlorination of N-[2-aryl-1-(1-piperidinylcarbonyl)ethenyl]arenecarboxamides, it has been found that a derivative having two methoxy substituents on the arenecarbonyl ring undergoes chlorination on the same ring rather than converting into the expected enamine bond chlorination product. Based on the above results, the chlorination of benzamides/nicotinamides by sulfuryl chloride (SO2Cl2) has been studied. We developed a method of synthesizing aromatic chlorinated compounds by treating aromatic amides or nitriles with SO2Cl2 in dichloromethane at 0oC without catalyst. This is a new mild method and gives good yields, especially when benzene ring is substituted by amide or cyano group together with the alkoxy group.



中文翻译:

苯/吡啶甲酰胺和甲腈的磺酰氯氯化反应研究

在氯化N- [2-芳基-1-(1-哌啶基羰基羰基)乙烯基]亚芳基羧酰胺中,发现在芳羰基环上具有两个甲氧基取代基的衍生物在同一环上进行氯化而不是转化为预期的烯胺键合氯化产物。基于以上结果,研究了磺酰氯(SO2Cl2)对苯甲酰胺/烟酰胺的氯化反应。我们开发了一种在0oC且无催化剂的条件下,在二氯甲烷中用SO2Cl2处理芳族酰胺或腈的方法,来合成芳族氯化化合物。这是一种新的温和的方法,收率良好,特别是当苯环被酰胺或氰基与烷氧基一起取代时。

更新日期:2020-11-18
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