A microwave assisted diazo coupling reaction: The synthesis of alkylazines and thienopyridazines

被引:19
作者
Al-Mousawi, Saleh [1 ]
Elassar, Abdel-Zaher [1 ]
El-Apasery, Morsy Ahmed [1 ]
机构
[1] Kuwait Univ, Dept Chem, Fac Sci, Kuwait 13060, Kuwait
关键词
aminothiophenes; coupling reactions; Gewald reactions; pyridazines;
D O I
10.1080/10426500500536457
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Heating diazoaminobenzene with active methylene compounds 1-3 in microwave oven in acetic acid, in the presence of hydrochloric acid, afforded the corresponding arylhydrazones 5-7. These reaction products were condensed with ethyl cyanoacetate in a domestic microwave oven after 1-2 minutes heating to yield the pyridazinones 8-12. Compounds 8c and 12 reacted with sulfur in basic DMF solution, in microwave oven using MORE technology to yield the thienopyridazinone 14 and 16 respectively. While 17 was produced when 8b was treated like wise with sulfur and DMF in the presence of piperidine. Compounds 16 coupled with aromatic diazonium salts to yield arylazo derivatives 21a-c.
引用
收藏
页码:1755 / 1771
页数:17
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