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Dimethylformamide Dimethyl Acetal (DMFDMA) in Heterocyclic Synthesis: Synthesis of Polysubstituted Pyridines, Pyrimidines, Pyridazine and Their Fused Derivatives

Dimethylformamide Dimethyl Acetal (DMFDMA) in Heterocyclic Synthesis: Synthesis of Polysubstituted Pyridines, Pyrimidines, Pyridazine and Their Fused Derivatives

作     者:Fathi A. Abu-Shanab Sayed A. S. Mousa E. A. Eshak Ahmed Z. Sayed Ahmed Al-Harrasi 

作者机构:不详 

出 版 物:《International Journal of Organic Chemistry》 (有机化学国际期刊(英文))

年 卷 期:2011年第1卷第4期

页      面:207-214页

学科分类:07[理学] 0703[理学-化学] 

主  题:DMFDMA Malononitrile Dimer Pyridazine-3 5-carbonitrile Pyridine-4-alkoxide 

摘      要:Reaction of N,N’-dimethylformamide dimethyl acetal (DMFDMA) with malononitrile dimer 8 (1:1) mole afforded 9 while, this reaction when carried out in (2:1) mole to give amidine 11 which can be used for the preparation of pyrimidine 13, amidine 14 and pyridine 19 when reacted with 4-nitroaniline, 4-methylaniline and alkoxide respectively. Malononitrile dimer reacted with diazonium chloride to give pyridazine 21, which can be reacted with DMFDMA, AcOH/HCl and cyanoacetamide to give pyridazine 22, 23 and pyrido[4,3-c] pyridazine 24 respectively. The latter reacted with DMFDMA to afford tricyclic compound 25.

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