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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D263-52
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filingDate 1967-10-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1969-06-25-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1155936-A
titleOfInvention Novel Sulphonamides and a Process for the Manufacture thereof
abstract 1,155,936. Sulphonyl-ureas. F. HOFFMANN-LA ROCHE & CO. A.G. 27 Oct., 1967 [28 Oct., 1966; 24 April, 1967; 17 July, 1967], No. 48920/67. Heading C2C. Novel terpenic sulphonyl-ureas (and salts thereof with bases) of the general Formula (I) wherein R stands for a hydrogen atom or a methyl group, R 1 stands for a hydrogen atom, and R 2 stands for a hydroxy group or R 1 and R 2 together stand for an OXO or ketalized OXO group and R 3 stands for a phenyl group which may be substituted by halogen, alkyl, alkoxy, alkylthio, amino, acetyl, acylamino or diacylamino (e.g. phthalimido), a benzamidoethylphenyl group which is substituted by alkoxy and/or halogen, or a 5- or 6-membered N-containing heterocyclic group linked through a N-atom, are prepared: (a) by reacting a reactive derivative of a sulphonylcarbamic acid, R 3 SO 2 NHCOOH, or a sulphonylisocyanate, R 3 SO 2 -N=C=O, with an intermediate. bicyclic amine of general Formula (II) (also described in salt form; obtained by reduction of the related isonitroso compound); (b) by reacting a salt of the amide of a sulphonic acid of the general formula, R 3 SO 3 H with an appropriate bicyclic isocyanate in which R 1 together with R 2 stands for the OXO group or a ketal thereof; or (c) by treating an intermediate N-substituted oxazolidinone of the general Formula (III) (obtained by reacting the unsubstituted compound with a reactive derivative of an R 3 -sulphonylcarbamic acid or with an R 3 -sulphonylisocyanate) with an alkali metal hydroxide and, if desired, reducing the ring- located keto group if present in the reaction product of embodiment (a) or (b) and separating the isomers obtained thereby or, if desired, oxidizing any product which carries a hydroxy group or, if desired, saponifying any product which carries a ketalized OXO group. 3 - Isonitroso - D,L - norcamphor is obtained by reacting D,L-norcamphor with amyl nitrite in the presence of sodium tert-butylate. Pharmaceutical preparations showing hypoglycaemic activity contain as active ingredient the above novel compounds and administration is orally.
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priorityDate 1966-10-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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