http://rdf.ncbi.nlm.nih.gov/pubchem/patent/DE-2414498-A1
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_e4c5d4cd8cfe821cee0e2e8c1c1055be |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C311-46 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D295-13 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C309-89 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D207-09 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C309-89 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-09 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D295-13 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C311-46 |
filingDate | 1974-03-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_c5fa4df284c73689342158a49597132f http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_20420ed9b08739bff62b31fb62625c12 |
publicationDate | 1975-10-02-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | DE-2414498-A1 |
titleOfInvention | METHOD OF MANUFACTURING - SQUARE CLAMP ON N, N-DIALKYLAMINO-ALKYL SQUARE CLAMP FOR - 2-ALKOXY-5-SULPHAMOYLBENZAMIDES |
abstract | Benzamides of formula (I) (where X is H or halogen; R is H or alkyl, R1, R2 and R3 are H, is not >4C alkyl or benzyl, and may be linked with each other or with R so as to form a ring; R4 is alkyl, alkenyl, aralkyl, or alkoxyalkyl; and R5 and R6 are H, alkyl or alkenyl, and may be linked with each other so as to form a ring), e.g. N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-sulphamoylbenzamide, and their salts are prepd. by reacing a 2-halo-4-X-benzoic acid (II) with R4OH in the presence of Cu and a sec. aliphatic amine (e.g. dimethylamine) or a cycloaliphatic amine (e.g. dimethylamine) or a cycloaliphatic amine (e.g. morpholine, piperidine or pyrrolidine) to give a 2-OR4-4-X-benzoic acid (IV), chlorosulphonating this cpd. and reacting the prod. in water or a lower alcohol with a fluoride so as to give a 2-OR4-4-X-5-fluorosulphonylbenzoic acid (VI), converting this into the acid chloride (VII), reacting (VII) with a stoichiometric amt. of an amine of the formula R-NH-CH2-CHR1-NR2R3 (VIII) to give the hydrochloride of an amide of formula (IX), and reacting (IX) with an amine HNR5R6 (X) to give (I). Of the cpds. (I), N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-5-sulphamoyl-benzamide is a known cpd. with psychotropic, spasmolytic and antiemetic activity. Simple and cheap process which proceeds through intermediates which can readily be purified so that (I) of high quality is obtd. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0520815-A3 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4940793-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5344968-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0520815-A2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0004574-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0171636-A1 |
priorityDate | 1974-03-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 134.