Saved in:
| Main Author: | |
|---|---|
| Format: | Artículo científico |
| Language: | en |
| Published: |
Sociedad Química de México
2005
|
| Subjects: | |
| Online Access: | https://www.redalyc.org/articulo.oa?id=47549106 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
Table of Contents:
- o-Hydroxylaminobenzaldehydes and the N-Acylated Derivatives Thereof Michael L. Maddox Joseph M. Muchowski Multidisciplinaria (Ciencias Naturales y Exactas) acyl reduction anthranil benzoxozinones hydroxyaminobenzaldehydes Ethyl acetate solutions of o-hydroxylaminobenzaldehydes(1a, 8c, 8d) can be generated by reduction of the corresponding nitrocompounds with zinc and ammonium chloride in a two phase ethylacetate-water system at room temperature, but 2-nitro-3,6-dimethoxybenzaldeyhde(4b) is converted into the anthranil 11 under these conditions.The N-acylated compounds derived from 1a and 8c existexclusively as the cyclic tautomers (6a-c and 9a) in solution and inthe solid state, whereas the N-acetyl compound 9b is in equilibriumwith the open chain form 10 in solution, but only the cyclic form ispresent in the solid state. The N-acylated-o-hydroxylaminobenzaldehydesundergo a novel internal redox reaction on thermolysis generatingo-acylaminobenzoic acids which are converted into 2-substituted-4H-3,1-benzoxazin-4-ones (e.g., 6b→12b→13b) to a greater or lesserextent under the reaction conditions. 2005 artículo científico 1870-249X https://www.redalyc.org/articulo.oa?id=47549106 en http://www.redalyc.org/revista.oa?id=475 Journal of the Mexican Chemical Society application/pdf Sociedad Química de México Journal of the Mexican Chemical Society (México) Num.1 Vol.49