An efficient method for the synthesis of N-Acylsulfonamides:: One-pot sulfonylation and acylation of primary arylamines under solvent-free conditions

被引:25
|
作者
Massah, Ahmad R. [1 ]
Azadi, Davood [1 ]
Aliyan, Hamid [1 ]
Momeni, Ahmad R. [1 ]
Naghash, Hamid Javaherian [1 ]
Kazemi, Foad [2 ]
机构
[1] Islamic Azad Univ, Dept Chem, Shahreza Branch, Esfahan, Iran
[2] IASBS, Dept Chem, Zanjan, Iran
来源
MONATSHEFTE FUR CHEMIE | 2008年 / 139卷 / 03期
关键词
N-acylsulfonamide; solvent-free; acylation; sulfonylation; N-arylsulfonamide; N-acyl-N-arylsulfonamide;
D O I
10.1007/s00706-007-0783-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The preparation of N-acylsulfonamides is described using primary amines, arylsulfonyl chlorides and acyl chlorides. Reaction of primary aryl amines with arylsulfonyl chlorides in the presence of NaHCO3 produced N-arylsulfonamides, which reacted in situ with benzoyl chloride furnishing the corresponding N-benzoyl-N-arylsulfonamides in 72-96% yields. Accordingly, 4-nitrobenzoyl chloride and 3,5-dinitrobenzoyl chloride were used as acylating agents. All the reactions were carried out under solvent-free conditions at room temperature and the products were isolated after simple work-up in high yields and purity.
引用
收藏
页码:233 / 240
页数:8
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