CHEMISTRY OF NITROALKANES .83. HETEROCYCLIC DERIVATIVES OF METHAZONIC ACID . FORMATION OF 5-NITRO-1,2,3,4-TETRAHYDROPYRIMIDINE DERIVATIVES

被引:20
作者
DABROWSK.H
KATRITZKY, AR
URBANSKI, T
机构
[1] Institnte of Organic Chemistry, Polish Academy of Sciences
[2] School of Chemical Sciences, University of East Anglia, Norwich, England
关键词
D O I
10.1016/S0040-4020(01)82734-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The derivative produced by the reaction of methaonic acid with p-chloraniline reacts with formaldehyde and primary amines to form 1,3-disubstituted 5-nitro-1,2,3,4-tetrahydropyriimdines. These are readily transaminated at the 1- or 1,3-positions by warming with primary amines. Transamination involves (1) ring opening with loss of a mole of formaldehyde to form a Schiffs base zwitterion, (2) replacement of the amine forming the Schiff.s base, and (3) reclosure of the ring by formaldehyde. © 1969.
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页码:1617 / +
页数:1
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