http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1367691-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_966a6c1f382ec9bcb5e3839dfd73e5b8 |
classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D317-60 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D317-58 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D491-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C255-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D223-16 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D227-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D317-58 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D317-50 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D223-16 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D225-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D317-60 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D491-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C233-45 |
filingDate | 1971-08-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1974-09-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-1367691-A |
titleOfInvention | Process for the manufacture of benzene derivatives |
abstract | 1367691 Benzene derivatives F HOFFMANNLA ROCHE & CO AG :18 Aug 1971 [19 Aug 1970] 38756/71 Heading C2C Benzene derivatives are prepared by chloromethylating, by reaction with formaldehyde and hydrogen chloride, a protected amine of the general formula wherein each of R 2 and R 3 is a C 1-7 alkyl or C 1-7 alkoxy group or R 2 and R 3 together form a methylenedioxy group, R 4 is a hydrogen atom, a C 1-7 alkyl or carboxy group, or an aryl group optionally substituted by a halogen atom or C 1-7 alkyl, nitro or trifluoromethyl group, X is a protecting group and n is 1 or 2, optionally converting the chloromethyl group in the product of the general formula to a cyanomethyl group, by treatment with an alkali metal cyanide, converting the resulting nitrile of the general formula to an ester of the general formula by a method known per se, hydrolysing the ester, splitting off the protecting group X from the resulting acid by a method known per se, optionally benzylating or C 1-7 alkylating the resulting amine of the general formula intramolecularly condensing the resulting substituted amine of the general formula wherein R 10 <SP>1</SP> is a benzyl Or C 1-7 alkyl group, or the amine from which it is obtained, optionally reducing the resulting lactam of the general formula wherein R 10 is a hydrogen atom or benzyl or C 1-7 alkyl group, optionally debenzylating by catalytic hydrogenation a resulting heterocyclic amine of the general formula or a lactam of the immediately preceding general formula, optionally introducing by a method known per se a substituent R 6 into an obtained lactam or heterocyclic amine in which R 10 is a hydrogen atom to give a compound of the general formula wherein B is -CH 2 - or -CO- and R 5 is a hydrogen atom or a C 1-7 alkyl, hydroxy-C 1-7 alkyl, C 2-8 alkanoyl, halo-C 2-8 alkanoyl, amino- C 2-8 alkanoyl, mono- or di-C 1-7 alkyl-amino- C 2-8 alkanoyl, C 2-7 alkenyl, amino-C 1-7 alkyl, mono- or di-C 1-7 alkyl-amino-C 1-7 alkyl, carboxy-C 1-7 alkyl, C 2-8 carbalkoxy-C 1-7 alkyl, di- C 1-7 alkyl-carbamoyl-C 1-7 alkyl, benzoyl-C 1-7 alkyl, halobenzoyl-C 1-7 alkyl or -COCH 2 R 6 group (in which R 6 is a phenyl group, optionally substituted by a halogen atom or C 1-7 alkyl, nitro or trifluoromethyl group), optionally halogenating this compound in the benzene ring and optionally converting the product of the general formula wherein R 1 is a hydrogen or halogen atom, into an acid addition salt thereof; or catalytically hydrogenating 4,5-methylenedioxy-1,2-benzenediacetonitrile in the presence of ammonia and Raney nickel, optionally introducing a substituent R 5 or R 10 <SP>1</SP> into the resulting 2,3,4,5- tetrahydro - 7,8 - methylenedioxy - 1H - 3- benzazepine, and optionally converting the product to an acid addition salt thereof. N - Acetyl - α - methylhomopiperonylamine is prepared by reacting α-methylhomopiperonylamine with acetic anhydride. 4,5 - Methylenedioxy - 1,2 - benzene - diacetonitrile is prepared by treating 4,5-methylenedioxy-1,2-bis-(chloromethyl)benzene with NaCN Protected amines of the first general formula above wherein X is a phthaloyl group are prepared by reaction of the free amine with phthalic anhydride. |
priorityDate | 1970-08-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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