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Regioselective addtion of 5-amino-3-benzylthio-l,2,4-triazole and its analogues with aryl isocyanates
作者姓名:LU  Rong-Jian QIAN  Bao-Ying DENG  Hai-Yan YANG  Hua-ZhengNational Key Laboratory of Elemento-Organic Chemistry  Institute of Elemento-Organic Chemistry  Nankai University  Tianjin  China
作者单位:LU,Rong-Jian QIAN,Bao-Ying DENG,Hai-Yan YANG,Hua-ZhengNational Key Laboratory of Elemento-Organic Chemistry,Institute of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China
基金项目:Project supported by the National Natural Science Foundation of China and the Natural Science Foundation of Tianjin.
摘    要:The orientation of the addition of 5-amino-3-benzylthio-1,2,4-triazole and its analogues (pyrazole) (1) with the aryl isocyanate can be directed by controlling the reaction temperature and one of the product, 5-amino-1-arylaminocarbonyl-3-benzylthio-1,2,4-triazole (pyrazole) (2), can rearrange at 170C to another product, 5-arylureylene-3-benzylthio-1,2,4-triazole (pyrazole) (3). A plausible mechanism explanation for this rearrangement reaction was presented. It was suggested that the rearrangement reaction could be referred to the thermodynamics transposition leading to the predominant 5-arylureylene-3-benzylthio-1,2,4-triazole energy preferentially.


Regioselective addtion of 5-amino-3-benzylthio-l,2,4-triazole and its analogues with aryl isocyanates
LU,Rong-Jian QIAN,Bao-Ying DENG,Hai-Yan YANG,Hua-ZhengNational Key Laboratory of Elemento-Organic Chemistry,Institute of Elemento-Organic Chemistry,Nankai University,Tianjin ,China.Regioselective addtion of 5-amino-3-benzylthio-l,2,4-triazole and its analogues with aryl isocyanates[J].Chinese Journal of Chemistry,1997(6).
Authors:LU  Rong-Jian QIAN  Bao-Ying DENG  Hai-Yan YANG  Hua-ZhengNational Key Laboratory of Elemento-Organic Chemistry
Institution:LU,Rong-Jian QIAN,Bao-Ying DENG,Hai-Yan YANG,Hua-ZhengNational Key Laboratory of Elemento-Organic Chemistry,Institute of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China
Abstract:The orientation of the addition of 5-amino-3-benzylthio-1,2,4-triazole and its analogues (pyrazole) (1) with the aryl isocyanate can be directed by controlling the reaction temperature and one of the product, 5-amino-1-arylaminocarbonyl-3-benzylthio-1,2,4-triazole (pyrazole) (2), can rearrange at 170C to another product, 5-arylureylene-3-benzylthio-1,2,4-triazole (pyrazole) (3). A plausible mechanism explanation for this rearrangement reaction was presented. It was suggested that the rearrangement reaction could be referred to the thermodynamics transposition leading to the predominant 5-arylureylene-3-benzylthio-1,2,4-triazole energy preferentially.
Keywords:1  2  4-Triazole  ary isocyanate  rearrangement  addition reaction
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