REACTION OF 5-SUBSTITUTED 2-AMINO-2-OXAZOLINES WITH ETHOXYCARBONYL ISOTHIOCYANATE

被引：8

作者：

JARRY, C ^{[1
]}

FORFAR, I ^{[1
]}

THOMAS, J ^{[1
]}

LEGER, JM ^{[1
]}

LAGUERRE, M ^{[1
]}

机构：

[1] UNIV BORDEAUX 2,CNRS,ER 61,F-33076 BORDEAUX,FRANCE

来源：

HETEROCYCLES | 1993年 / 36卷 / 11期

关键词：

D O I：

10.3987/COM-93-6381

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 2-amino-2-oxazolines with ethoxycarbonyl isothiocyanate was found to give only 2,3,6,7-tetrahydro-4H-oxazolo[3,2-a]-1,3,5-triazin-2-one-4-thiones, the structure of which was confirmed by X-ray crystallographic analysis. The direction of attack seems to be related to the more potent nucleophilic character of the endo nitrogen atom in 2-amino-2-oxazolines. In basic conditions the oxazoline ring can be easily hydrolyzed leading to 1-substituted 1,3,5-triazin-2,4-dione-6-thione.

引用

页码：2465 / 2473

页数：9

共 26 条

[1] CONFORMATIONAL-ANALYSIS .130. MM2 - HYDROCARBON FORCE-FIELD UTILIZING V1 AND V2 TORSIONAL TERMS [J].