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有机化学
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有机化学 ›› 1996, Vol. 16 ›› Issue (3): 261-266. 上一篇    下一篇

研究论文

2, 3-二氯-5-取代-5, 8-二氢-8-氧-吡啶并[2, 3-b)吡嗪-7-羧酸乙酯的合成

王海山;张致平   

  1. 中国医学科学院医药生物技术研究所
  • 发布日期:1996-06-25

Synthesis of ethyl 2, 3-dichloro-5-substituted-5, 8-dihydro-8-oxo- pyrido [2, 3-b] pyrazine-7-carboxylates

WANG HAISHAN;ZHANG ZHIPING   

  • Published:1996-06-25

3, 5, 6-哌嗪三酮-2-甲酰胺(5)经与PCl5-POCl3反应制得3, 5, 6-三氯-2-氰基吡嗪(6)。6经转化为甲酯(7)再水解为3, 5, 6-三氯-2-吡嗪甲酸(8)。由8出发合成了两个2, 3-二氯-5-取代-5, 8-二氢-8-氧-吡啶并[2, 3-b]吡嗪-7-羧酸乙酯(11a~b)。其中5, 7~11均为新化合物, 其组成和结构经元素分析、IR、^1H NMR、MS证实。

关键词: 三氯氰基吡嗪, 抗菌剂, 药物, 三氯吡嗪甲酸, 红外分光光度法, 哌嗪三酮, 吡啶并吡嗪 P, 甲酰胺, 质谱法, 质子磁共振谱法

3, 5, 6-Trichloro-2-cyanopyazine (6) was prepared by reaction of 3, 5, 6-trioxopiperazine-2-carboxamide (4) with PCl5-POCl3 and then was converted to methyl ester (7) which was further hydrolyzed to 3, 5, 6-trichloro-2-pyrazinecarboxyicacid (8). Two ethyl 2, 3-dichloro -5-substituted-5, 8-dihydro-8-oxo-pyrido [2, 3-b] pyrazine-7- carboxylates (11a~b) were synthesized starting from 8. The composition and structure of these compounds (5, 7~11) were established by their elemental analysis and NMR, MS and IR.

Key words: INFRARED SPECTROPHOTOMETRY, ANTISEPTICS, MASS SPECTROGRAPHY, FORMAMIDE, PROTON MAGNETIC RESONANCE SPECTROMETRY, DRUGS

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