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filingDate 1930-07-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1931-10-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-359063-A
titleOfInvention Process for the manufacture of derivatives of 3-nitro-4-hydroxy-benzamide
abstract Derivatives of 3-nitro-4-hydroxybenzamide are obtained by causing a 3-nitro-4-acylhydroxybenzoic acid halide to interact according to the process of the parent Specification with an aromatic o-diamine, peridiamine, o-hydroxyamine, or o-mercaptoamine, followed where necessary by ring-closing, and followed if desired by reduction to the amines, the acyl group having been split off during the reaction. According to examples, 3-nitro-4-acetoxybenzoyl chloride is condensed, (1) with o-phenylene diamine, p-nitro-o-phenylene diamine, 1 : 2-diaminonaphthalene-5-sulphonic acid, followed by ring-closing, and 1 : 2 - diamino - 5 - hydroxy-naphthalene-7-sulphonic acid followed by ring-closing, to give the respective corresponding nitro-imidazoles, followed by reduction to the corresponding amino-imidazoles; (2) with 1 : 8-diaminonaphthalene-3 : 6-disulphonic acid to give the perimidine derivative, followed by reduction of the nitro group and with 1 : 8-diaminonaphthalene-4-sulphonic acid to give similar products; (3) with o-aminophenol to give first the amide, followed by ring-closure to the oxazole; and (4) with 4-chloro-2-amino-1-thiophenol, followed by ring-closure to the thiazole.
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