高等学校化学学报 ›› 1993, Vol. 14 ›› Issue (8): 1096.

• 研究论文 • 上一篇    下一篇

吲唑类化合物合成新方法的研究(Ⅰ)

钟振起1, 徐潼生1, 陈小耐2, 邱玉珠3, 胡宏纹3   

  1. 1. 河南医科大学有机化学教研室, 郑州 450052;
    2. 河南医科大学肿瘤研究所;
    3. 南京大学化学系
  • 收稿日期:1992-11-30 修回日期:1993-05-10 出版日期:1993-08-24 发布日期:1993-08-24
  • 通讯作者: 钟振起.
  • 基金资助:

    国家自然科学基金

Studies on the New Method for Syntheses of 1H-Indazoles (Ⅰ)

ZHONG Zhen-Qi1, XU Tong-Sheng1, CHEN Xiao-Nai2, QIU Yu-Zhu3, HU Hong-Wen3   

  1. 1. Department of Organic Chemistry, Henan Medical University, Zhengzhou, 450052;
    2. Tumor Institute of Henan Medical University;
    3. Department of Chemistrty, Nanjing University
  • Received:1992-11-30 Revised:1993-05-10 Online:1993-08-24 Published:1993-08-24

摘要: 本文研究了2,6-二烷氧基苯乙酮腙在多聚磷酸(PPA)存在下受热脱去一分子醇环化生成3-甲基-4-烷氧基吲唑的合成反应.并研究了水杨醛、邻甲氧基苯甲醛、2,4-二羟基苯甲醛以及邻羟基苯乙酮、2-羟基-3,5-二甲基苯乙酮腙在PPA存在下的受热反应过程.

关键词: 腙, 多聚磷酸, 吲唑, 吖嗪

Abstract: In this paper, we put forward a new and convenient method for the synthesis of 1H-indazoles.In the presence of PPA, the cyclization of a series of 2,6-dialkoxyl (or hydroxy)ace-tophenone hydrazones(2a-f) gave 3-methyl-4-alkoxyl (or hydroxy)-1H-indazoles (3a-f).This new method offers several advantages: easy access of the reagents, reasonable yield and short reaction time.We also studied its applied range.The application of this method to 2-methoxy-4,6-dimethylacetophenone hydrazone (2g) gave 3, 4,6-trimethyl-1H-indazole (3g).But the application of it to salicyaldehyde, o-methoxybenzaldehyde, 2,4-dihydroxybenzaldehyde or o-hydroxy-acetophenone, 2-hydroxy-3, 5-dimethylacetophenone hydrazones (2h-l) could not bring about ring closure, resulted in the formation of the corresponding azines (3h-l) in excellent yields.

Key words: Hydrazone, PPA, Indazole, Azine

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