http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-649147-A

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_82ade88182f3803d607ec330412dfaa5
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_40824c489e71a02b85c9c7227fb75fb4
filingDate 1948-03-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1951-01-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-649147-A
titleOfInvention Improvements in or relating to the production of substituted diphenylamine 2-monocarboxylic acids
abstract Substituted diphenylamine-2-monocarboxylic acids of the general formula <FORM:0649147/IV (b)/1> (wherein R1 represents hydrogen or a halogen, preferably in the 4- or 5-position, and R2 represents a phenyl, phenoxy, p-aminophenyl, p-halogenophenyl, p-halogenophenoxy or p-halogenophenylamino group, preferably in the 41-position) are manufactured, in the form of their metal salts (from which the acids may be liberated by the action of mineral acids), by heating a metal salt of a 2-halogenobenzoic acid, which may contain a second halogen atom, with an aniline containing the substituent R2, in the presence of an acid acceptor (e.g. an alkali metal carbonate, especially potassium carbonate) and a source of copper (e.g. powdered metallic copper, a powdered copper alloy such as copper bronze or a copper salt such as copper iodide), and in an inert organic diluent in which at least one of the reactants is at least slightly soluble (e.g. normally liquid alkanols and cycloalkanols, especially those containing 4-5 carbon atoms in the molecule, dichlorobenzenes, nitrobenzenes, and ethylene and polyethylene glycol monoalkyl ethers). The products posses pharmacological, especially tuberculostatic, properties. Specified reactants, some of which are employed in examples, are, on the one hand, alkali or alkaline-earth metal salts of o-chloro-, o-bromo-, 2 : 3-, 2 - 4-, 2 : 5- and 2 : 6-di-chloro-, 2 : 4-dibromo- and 2-chloro-5-bromo-benzoic acids, and, on the other hand, 2- and 4 - aminodiphenyls, 4 - amino - 41 - chlorodiphenyl, 4 - aminodiphenyl ether, 4 - amino-41 - chlorodiphenyl ether, 4 - amino - 41-chlorodiphenylamine and benzidine. The Provisional Specifications comprise also the reaction of the 2-halogenobenzoic acid in the form of the free acid, the amount of acid acceptor being appropriately increased.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-8034558-B2
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type http://data.epo.org/linked-data/def/patent/Publication

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