EFFECTS OF A 2-SUBSTITUENT ON THE RATIO OF N-ALKYLATION AND O-ALKYLATION OF 4(3H)-QUINAZOLINONES

被引：0

作者：

HORI, M

OHTAKA, H

机构：

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1993年 / 41卷 / 06期

关键词：

O-ALKYLATION; N-ALKYLATION; 4(3H)-QUINAZOLINONE; MULTIPLE REGRESSION ANALYSIS; VERLOOPS STERIMOL PARAMETER; ELECTRONIC PARAMETER;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Alkylation of 4(3H)-quinazolinones with 1-iodopentane in the presence of sodium hydride gave a mixture of 3-pentyl-4(3H)-quinazolinones (2) and 4-pentyloxyquinazolines (3). The ratio of 0-alkyl/N-alkyl products varied according to the 2-substituents of the quinazoline ring. Multiple regression analyses revealed that the ratio was determined by a steric factor (width parameter of B) and an electronic factor (in terms of Hammett's sigma(P)) of the 2-substituent. It was found to be the case in the reported alkylation of 4(3H)-quinazolinones with propargyl bromide.

引用

页码：1114 / 1117

页数：4

共 10 条

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