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Synthesis of some new fused coumarin derivatives

Synthesis of some new fused coumarin derivatives

作     者:EL-DEEN Ibrahim Mohey IBRAHIM H.K. MAHMOUD F.F. 

作者机构:Faculty of Education Suez Canal University Port-Said EgyptFaculty of Science Suez Canal University Ismailia EgyptFaculty of Science (for Girls) Al-Azhar University Nasr City Egypt 

出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))

年 卷 期:2000年第18卷第4期

页      面:590-595页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

主  题:Synthesis fused coumarin derivatives cyclization 

摘      要:2-Hydrazino-4-hydroxy-5H-[1]-benzopyrano-[4,3-d]-pyrimidin-5-one (3) was prepared via condensation of 2 with hydrazine hydrate. Treatment of 3 with methylene chloride, ethyl chloroformate, ethyl chloroacetate and benzaldehyde yielded the corresponding 2 - ( substituted ) hydrazino - 4 -hydro-xy-5H-[1]-benzopyrano-[4,3-d]-pyrimidin-5-one (4, 5, 6, and 10), followed by cyclization of 4, 5 and 6 with dimethyl formamide and fused sodium acetate under reflux, while compound 10 was cyclized with bromine and sodium acetate in acetic acid. Compound 3 reacted with β-(toloyl) acrylic acid, ethyl α-cyano-p-methoxycinnamate, diethyl malonate and acetyl chloride affording the corresponding 2-(substituted) hydrazino-4-hydroxy-5H-[1]-benzopyrano-[4,3-d]-pyrimidin-5-one (12, 13, 14, 15 and 16).

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