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filingDate 1968-05-14-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1968-12-05-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber IE-32064-L
titleOfInvention Benzenesulphenamides
abstract 1,217,172. Sulphonamides. LOVENS KEMISKE FABRIK PRODUKTIONS A.S. 31 May, 1968 [5 June, 1967], No. 25937/67. Heading C2C. [Also in Division A5] Novel, therapeutic sulphamoyl-benzoic acids (including salts with organic and inorganic bases and including esters thereof) of the following general formula (and including corresponding compounds wherein instead of the -NH.CH 2 .(CH 2 ) n .R 1 group there is an -NH 2 , or -NO 2 group) in which R 1 signifies H, a C 1-6 alkyl, an alkoxy- or halogensubstituted C 2-6 alkyl, an unsubstituted or halogen-substituted C 2-6 alkenyl, a C 2-6 alkynyl, a C 5-7 cycloalkyl or cycloalkenyl, a C 5-7 heterocyclic ring, an unsubstituted isocyclic aryl or an alkyl-, halogen-, trifluoromethyl-, hydroxy- and/or -alkoxy-substituted mononuclear aryl radical, X is Cl, Br or CF 3 , and n is 0, 1, 2 or 3, are obtained: (a) by the reductive alkylation of a 3-amino-4-X-5-sulphamoyl-benzoic acid utilizing an aldehyde, R 1 -(CH 2 ) n .CHO, or (b) by reacting a compound R 1 (CH 2 ) n .CH 2 Y with a 3 - amino - 4 - X - 5 - sulphamoyl - benzoic acid in which the carboxy group is protected or is in the form of a salt. Saponification, esterification, halogenation or hydrohalogenation of unsaturated acyclic groups, and dehydrohalogenation techniques may be applied to final products to afford corresponding compounds of the invention. 5 - Chlorosulphonyl - 4 - chloro - 3 - nitrobenzoic acid, obtained by nitrating 4-chloro-3- chlorosulphonyl-benzoic acid, is converted to the 5-sulphamoyl compound of the invention utilizing ammonia; the nitro group is then reduced to the amino group (iron powder, ammonium chloride and concentrated hydrochloric acid) to afford, also as a compound of the invention, 3 - amino - 4 - chloro - 5 - sulphamoylbenzoic acid (the sodium salt is also described); the corresponding 4-bromo-compounds are also described but in this case the final product is obtained by treating the nitro compound with sodium hydrogen sulphite.n[GB1217172A]
priorityDate 1967-06-05-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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