THE SYNTHESIS OF N-SUBSTITUTED UREAS .2. NUCLEOPHILIC-SUBSTITUTION OF UREAS AT THE CARBONYL GROUP

被引：3

作者：

HACKL, KA ^{[1
]}

FALK, H ^{[1
]}

机构：

[1] JOHANNES KEPLER UNIV,INST CHEM,A-4040 LINZ,AUSTRIA

来源：

MONATSHEFTE FUR CHEMIE | 1992年 / 123卷 / 6-7期

关键词：

N-SUBSTITUTED UREAS; NORMAL-ALKYLATION; ARYLUREAS; MNDO CALCULATIONS; NUCLEOPHILIC SUBSTITUTION;

D O I：

10.1007/BF00816856

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-Arylsubstituted ureas undergo exchange of the N'-residue upon reaction with amines. Using kinetic measurements, investigation of product distribution, regioselectivity, catalysis, and substrate influences, it was shown that this reaction proceeds via a second order nucleophilic substitution at the urea carbonyl center. By means of semiempirical calculations using the MNDO method the alternative mechanism of fragmentation was investigated.

引用

页码：607 / 615

页数：9

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