Synthesis of new derivatives of 2,3-dicyano-imidazo [1,2-a] pyrimidine from 4-hydroxy-6-methylpyran-2-ones

被引：4

作者：

El Otmani, Bouchaib ^{[1
]}

El Mahi, Mohammed ^{[1
]}

Bouhfid, Rachid ^{[1
]}

Essassi, El Mokhtar ^{[1
]}

Rohand, Taoufik ^{[2
]}

Dehaen, Wim ^{[2
]}

El Ammari, Lahcen ^{[3
]}

机构：

[1] Fac Sci Rabat, Lab Chim Organ Heterocycle, Rabat, Morocco

[2] Katholieke Univ Leuven, Dept Chem, B-3001 Heverlee, Belgium

[3] Fac Sci Rabat, Lab Chim Solid, Rabat, Morocco

来源：

ARKIVOC | 2008年

关键词：

2-amino-4,5-dicyanoimidazole; 4-hydroxy-6-methylpyran-2-one; 3-acetyl-4-hydroxy-6-methylpyran-2-one; imidazo[1,2-a]pyrimidines; o-phenylenediamines; benzimidazoles;

D O I：

10.3998/ark.5550190.0009.208

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactions of 2-amino-4,5-dicyanoimidazole 1 with lactone 2 in refluxing alcohol has been carried out for the first time and afforded imidazo[1,2-a] pyrimidines 4 and 5a-d. Condensation of compound 1 with 3-acetyl-4-hydroxy-6-methylpyran-2-one in refluxing n-butanol afforded bis(imidazopyrimidine) derivative 6. Reaction of hydrazine hydrate with ester 5 yielded the corresponding hydrazides 8. Condensation of o-phenylenediamines 9 with compound 5 in refluxing xylene or with hydrazides by melting reagents afforded 2,3-dicyano-5-[benzimidazol-2-yl]methyl-7-methylimidazo[1,2-a] pyrimidines 10a-d.

引用

页码：59 / 70

页数：12

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