Novel one-pot synthesis of new derivatives of dihydropyrimidinones, unusual multisubstituted imidazoline-2-ones: X-ray crystallography structure

被引：44

作者：

Balalaie, S.

Soleiman-Beigi, M.

Rominger, F.

机构：

[1] KN Toosi Univ Technol, Dept Chem, Tehran, Iran

[2] Univ Heidelberg, Inst Organ Chem, D-69120 Heidelberg, Germany

来源：

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY | 2005年 / 2卷 / 04期

关键词：

dihydropyrimidinones; ZnCl2; AlCl3 : ZnCl2 (3 : 1); imidazoline-2-one derivatives; X-ray data; one-pot multicomponent reaction;

D O I：

10.1007/BF03245937

中图分类号：

O6 [化学];

学科分类号：

0703 [化学];

摘要：

Three-component condensation of phenylglyoxal, alkyl acetoacetates or acetylacetone and urea proceeds smoothly, catalyzed by ZnCl2, to afford the corresponding new 3,4-dihydropyrimidinones. This reaction is also catalyzed by AlCl3: ZnCl2 (3:1) under microwave irradiation in solvent-free conditions. One-pot three-component condensation of dimethyl urea, acetylacetone or alkyl acetoacetate and phenylglyoxal catalyzed by ZnCl2 or AlCl3:ZnCl2 (3:1) yields new multisubstituted imidazoline-2-ones derivatives. Structures of products were studied by X-ray crystallographic data. The reaction of phenylglyoxal, urea and beta-ketoesters in the presence of hydrochloric acid produces only 5-phenylhydantoins.

引用

页码：319 / 329

页数：11

共 45 条

[1]

DIHYDROPYRIMIDINE CALCIUM-CHANNEL BLOCKERS .3. 3-CARBAMOYL-4-ARYL-1,2,3,4-TETRAHYDRO-6-METHYL-5-PYRIMIDINECARBOXYLIC ACID-ESTERS AS ORALLY EFFECTIVE ANTIHYPERTENSIVE AGENTS [J].