Synthesis and cyclization of N-(2-hydroxyphenyl)-and N-(2-benzyloxyphenyl)-Β-alanines
✍ Scribed by V. Yu. Mitskyavichyus; R. S. Baltrushis; Z. -I. G. Beresnevichyus
- Publisher
- Springer US
- Year
- 1991
- Tongue
- English
- Weight
- 371 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0009-3122
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✦ Synopsis
N-Substituted ~.alanines have been synthesized by treating o-aminophenol or o-benzyloxyanUine with acrylic, raethacrylic, or crotonic acids. Their cyclization to 2-benzoxazolinones and dihydro.2,4(1H,3H)pyrimidinediones has been studied.
We have shown [1] that, in contrast to N-aryl-B-alanines (which react with urea in acid media to form 1aryldihydro-2,4(1H,3H)-pyrimidinediones [2]), N-(2-hydroxyphenyl)-/9-alanine and its methyl homolog react under these conditions to give 3-(3-benzoxazolonyl)propanoic acid or its methyl homolog. There is a connected interest in synthesizing 1 -(2-hydroxyphenyl)dihydro-2,4(1 H,3H)-pyrimidinediones by cyclization of 1-(2-hydroxyphenyl)-#-alanines (or their preparation by other means) and to examine the process by which they are formed.
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