http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-552065-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_c8b11372cf962859dbbb3bcc63a609a7 http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_ae7ccf937bd0ec572d4fa09866047c3a http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_fd9f36df06271a59df790e5021907cdc http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_faf3d00111c1020ee5a687aa3c57c0dc http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_fec26745614b88745bb05532e22f157e |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C255-00 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-16 |
filingDate | 1941-11-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1943-03-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-552065-A |
titleOfInvention | Manufacture of heterocyclic bases |
abstract | 552,065. Cyanamino and heterocyclic compounds. ROCHE PRODUCTS, Ltd., BERGEL, F., HINDLEY, N. C., MORRISON, A. L., and RINDERKNECHT, H. Nov. 19, 1941, No. 14894. [Class 2 (iii)] Compounds of the formula are prepared by condensing Hal.(CH 2 )n.N (R 1 )CH 2 C 6 H 5 with R 2 (R 3 ).C.(CN)H, where n =2 or 3, R 1 is alkyl or aryl, R 2 is an aryl which may carry substituents not interfering with the reaction, and R 3 3 is hydrogen, alkyl, aryl or carboxylic ester group, in the presence of an alkaline condensing agent such as sodamide. Examples are α - phenyl - y - (methyl - benzylamino) butyronitrile from # - chloroethyl - methyl - benzylamine and phenylacetonitrile, ethyl ester of α - phenyl - α - cyano - y - (benzyl - methyl amino) butyric acid from # - chloroethyl - methyl - benzylamine and phenyl - carbethoxy - acetonitrile, ethyl ester of α - phenyl - α - cyano - 8 - (methyl benzylamino) - valeric acid from y - chloropropyl - methyl - benzylamine and phenyl - carbethoxy - acetonitrile, and ethyl ester of α - (o - tolyl) - α - cyano - 8 - (methyl - benzylamino ) - valeric acid from y - chloropropyl - methyl - benzylamine and o - tolyl - cyanacetic ethyl ester. Pyrrolidine or piperidine bases or derivatives are made by catalytic hydrogenation of the above compounds and making alkaline the hydrogenated reaction mixture. Examples are 1 - methyl - 3 - phenyl - pyrrolidine, 1 - methyl - 3 - phenyl - 3 - carbethoxy pyrrolidine, 1 - methyl - 3 - phenyl - 3 - carbethoxy piperidine, and 1 - methyl - 3 - (o - tolyl) - 3 - carbethoxy piperidine. #- - Chloroethyl methyl benzylamine is prepared by the action of thionyl chloride in chloroform solution on # hydroxy - ethyl - methyl - benzylamine. α - Chloropropyl - methyl - benzylamime is prepared by the action of thionyl chloride on y - hydroxy propylmethyl - benzylamine (by condensing trimethylene chlorhydrin with methylbenzylamine) or by condensing methylbenzylamine with 1 : 3 - chlorobromopropane. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2510784-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2507631-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2496326-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2542466-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2446804-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2498435-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2498433-A |
priorityDate | 1941-11-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 58.