REGIOSELECTIVE DEACYLATION OF 2,4-DIACYLAMINOPYRIMIDINE DERIVATIVES BY LEWIS-ACIDS AND CRYSTAL-STRUCTURES OF 2 PRODUCTS

被引：18

作者：

GRIFFIN, RJ ^{[1
]}

LOWE, PR ^{[1
]}

机构：

[1] UNIV ASTON,INST PHARMACEUT SCI,DEPT PHARMACEUT SCI,BIRMINGHAM B4 7ET,W MIDLANDS,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 14期

关键词：

D O I：

10.1039/p19920001811

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Deacylation of 2,4-diacylamino derivatives of pyrimethamine and related diaminopyrimidines with tin(II) chloride or zinc chloride, in ethanol or propan-2-ol, affords 2-acyl-4-aminopyrimidines exclusively. Regioselective 4-deacylation was observed by H-1 NMR spectroscopy and established by crystallographic analysis of the 2,4-dipropionylpyrimidine 11 and the corresponding 4-amino-2-propionylpyrimidine deacylation product 17. The latter exists in the solid state as an unusual base-pair dimer linked by two pairs of equivalent hydrogen bonds.

引用

页码：1811 / 1819

页数：9

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