http://rdf.ncbi.nlm.nih.gov/pubchem/patent/DE-2414498-A1

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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
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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

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