volume 55, issue 3, P752-760 1990
DOI: 10.1135/cccc19900752
View full text

Abstract: Reaction of 2-bromomethylphenyl isocyanate (II; prepared by radical bromination of 2-tolyl isocyanate with N-bromosuccinimide) with aliphatic and aromatic amines takes place on the NCO group under formation of stable N-alkyl(aryl)-N'-(2-bromomethylphenyl)ureas III. On treatment with sodium hydrogen carbonate in water or sodium hydride in N,N-dimethylformamide, the ureas III are cyclized to give 2-alkyl(aryl)amino-4H-3,1-benzoxazines IV in good yields. Reaction of isocyanate II with alcohols leads to alkyl 2-b…

expand abstract