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有机化学
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有机化学 ›› 2004, Vol. 24 ›› Issue (8): 923-926. 上一篇    下一篇

研究论文

2-烷氧基-3H-喹唑啉-4-酮的合成与杀菌活性

丁明武*, 杨尚君, 陈云峰   

  1. 华中师范大学化学学院 武汉 430079
  • 收稿日期:2003-09-15 修回日期:2004-01-07 接受日期:2004-03-09 发布日期:2022-09-20
  • 通讯作者: * E-mail: ding5229@yahoo.com.cn
  • 基金资助:
    国家自然科学基金(No. 20102001)资助项目.

Synthesis and Fungicidal Activities of 2-Alkoxy-3H-quinazolin-4-ones

DING Ming-Wu*, YANG Shang-Jun, CHEN Yun-Feng   

  1. College of Chemistry, Central China Normal University, Wuhan 430079
  • Received:2003-09-15 Revised:2004-01-07 Accepted:2004-03-09 Published:2022-09-20

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研究了合成2-烷氧基-3H-喹唑啉-4-酮衍生物4的方法,该方法应用膦亚胺1与芳基异氰酸酯的氮杂Wittig反应,得到的碳二亚胺2再与醇在醇钠催化下反应,合成了12种未见文献报道的喹唑啉酮衍生物4.所得产物4的结构由NMR, MS, IR所确证.探讨了成环反应的条件以及所合成的新型杂环化合物的杀菌活性,结果表明部分化合物表现出较好的抑菌活性,如4l在50 mg/L浓度时,对水稻纹枯菌的抑制率为89%.

关键词: 3H-喹唑啉-4-酮, 氮杂Wittig反应, 杀菌活性

Twelve unreported 2-alkoxy-3H-quinazolin-4-ones 4 were synthesized by a new synthetic method, which included aza-Wittig reaction of iminophosphorane 1 with aromatic isocynates to give carbodiimides 2 and subsequent reaction of 2 with various ROH in presence of catalytic NaOR. The structure of 4 was confirmed by 1H NMR, MS and IR analysis. The conditions of cyclization and the biologicalactivities of these new compounds synthesized were investigated. The results showed that most of the compounds 4 exhibited good fungicidal activities.For example, 4l exhibited 89% inhibition of Pellicularia sasakii in 50 mg/L.

Key words: 3H-quinazolin-4-one, aza-Wittig reaction, fungicidal activity