高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 210.

• Organic Synthesis Chemistry • 上一篇    下一篇

Regioselective Addition of 5-Amino-l,2,4-Triazoles and Its Analogues with Arylsulfonyl Isocyanates

Guang-Fu YANG, Hua-Zheng YANG   

  1. National Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071
  • 出版日期:1998-12-31 发布日期:1998-12-31
  • 基金资助:
    Supported by the National Natural Science Foundation of China

Regioselective Addition of 5-Amino-l,2,4-Triazoles and Its Analogues with Arylsulfonyl Isocyanates

Guang-Fu YANG, Hua-Zheng YANG   

  1. National Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071
  • Online:1998-12-31 Published:1998-12-31
  • Supported by:
    Supported by the National Natural Science Foundation of China

PDF (PC)

摘要： 5-Amino-3-benzyl (aryl)thio-1,2,4-triazoles and its analogues (pyrazole) 1 are important intermediates for the syntheses of a lot of biological active compounds[1,2]. In our previous paper[3], we reported the regioselective addition of 1 with aryl isocyanates and the experimental results showed that the orientation of the addition of 5-amino-3-benzyl (aryl)thio-1,2,4-triazoles and its analogues with the aryl isocyanates can be directed by controlling the reaction temperature.The 1-position adduct 2 was obtained regiospecifically below 120℃, whereas the 5-position adduct 3 was obtained selectively when the reaction temperature was raised to 170℃ (Scheme 1).

Abstract: 5-Amino-3-benzyl (aryl)thio-1,2,4-triazoles and its analogues (pyrazole) 1 are important intermediates for the syntheses of a lot of biological active compounds[1,2]. In our previous paper[3], we reported the regioselective addition of 1 with aryl isocyanates and the experimental results showed that the orientation of the addition of 5-amino-3-benzyl (aryl)thio-1,2,4-triazoles and its analogues with the aryl isocyanates can be directed by controlling the reaction temperature.The 1-position adduct 2 was obtained regiospecifically below 120℃, whereas the 5-position adduct 3 was obtained selectively when the reaction temperature was raised to 170℃ (Scheme 1).

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