Ring transformation of chromone-3-carboxamide under nucleophilic conditions

Journal of the Brazilian Chemical Society

Ain Shams University, Cairo, Egypt¹  Ibrahim, Magdy A.¹ 

关键词: chromone-3-carboxamide;    ring transformation;    chromane-2;    4-diones;    chromeno[4;    3-d]pyrimidine;    nitrogen and carbon nucleophiles;    cyclocondensation;   

DOI  :  10.5935/0103-5053.20130220

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

The chemical reactivity of chromone-3-carboxamide was studied towards a series of nitrogen and carbon nucleophiles. Treatment of carboxamide with some primary amines gave chromane-2,4-diones. Condensation of carboxamide with hydrazine hydrate, phenyl hydrazine and hydroxylamine hydrochloride afforded chromenopyrazoles and chromenoisoxazole, respectively. Reaction of carboxamide with guanidine hydrochloride, cyanoguanidine and thiourea resulted in ring transformation producing chromenopyridines. The chemical behavior of carboxamide was also studied towards ethylenediamine, o-phenylenediamine, 2-aminophenol and 2-aminothiophenol. A variety of products were isolated from the reaction of carboxamide with some carbon nucleophiles.

【 授权许可】

Unknown