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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B29-366
filingDate 1935-07-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1936-08-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-452234-A
titleOfInvention The manufacture of chromable azo dyestuffs of the pyrazolone series
abstract Yellow chromable dyes are obtained by coupling with a pyrazolone derivative, not containing a group inducing solubility in water, a diazotized 2-amino-1-carboxybenzenesulphonarylide of the benzene series substituted with a carboxylic group in the SO2NH-aryl nucleus; the SO2NH-aryl nucleus may carry other substituents excepting a sulphonic or an additional carboxylic group. The products may be applied by the ordinary chroming process or by the metachrome process. In the examples: (1) 2-amino-1-carboxybenzene-5-sulphanthranilide is diazotized and coupled with 1-phenyl-3-methyl-5-pyrazolone; the diazo component is prepared by condensing anthranilic acid with 2 - chloro - 1 - carboxybenzene - 5 - sulphochloride, and heating the product with ammonia under pressure; the 2-chloro-1-carboxybenzene-5-sulphochloride used as a starting material is obtainable from 2-chlorobenzoic acid and chlorsulphonic acid; (2) 2-amino-1-carboxybenzene-5-sulpho-(3<1>-carboxy)-anilide is diazotized and coupled with 1-phenyl-3-methyl-5-pyrazolone; the diazo component is obtainable from 3-aminobenzoic acid as set out in example 1; (3) 2-amino-1-carboxybenzene-5-sulphanthranilide is diazotized and coupled with 1-(2 : 5-dichlorophenyl)-3-methyl-5-pyrazolone. Other diazo components are obtainable by condensing 4-aminobenzoic acid or nitroaminobenzoic acids with 2-chlorobenzoic acid sulphochlorides, and converting the products into amines by reaction with ammonia. Other specified coupling components are 1-monochlorophenyl-3-methyl-5-pyrazolones, and 1-(nitrophenyl)-3-methyl-5-pyrazolones. Specifications 302,965, [Class 2 (iii)], and 439,680, [Group IV], are referred to. The Specification as open to inspection under Sect. 91 states that suitable diazo components are obtainable (a) by condensing 2-chlorobenzoic acid sulphochlorides with halogenaminobenzoic acids, and heating the products with ammonia under pressure, or (b) by condensing aminobenzoic acids or their halogen or nitro derivatives with 2-nitrotoluenesulphochlorides, and subjecting the products to reactions whereby the methyl group is oxidized to the carboxylic group, and the (or a) nitro group is reduced, or (c) by condensing aminobenzoic acids or their halogen or nitro derivatives with 1-acetylamino-2-methylbenzene-5-sulphochloride, and subjecting the products to reactions whereby the methyl group is oxidized to the carboxylic group and the acetylamino group is saponified. 3-Methylpyrazolone is specified as a coupling component. This subject-matter does not appear in the Specification as accepted.
priorityDate 1934-07-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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