http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-588654-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_dc2f7134efa50484bb359fda73782848 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C311-64 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C311-64 |
| filingDate | 1942-11-30^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1947-05-29^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-588654-A |
| titleOfInvention | Manufacture of new benzene sulphonylguanidines |
| abstract | p-Aminobenzene-sulphonyl guanidines substituted in the guanidine residue are prepared by reacting an S-alkyl benzene-sulphonyl pseudo-thiourea, containing in the para-position an amino group or a substituent convertible thereto by hydrolysis or reduction, with a compound containing an amino group or, when the parent material contains an N-alkyl substituent in the thiourea residue, with ammonia, the aforesaid convertible substituent, if present, then being converted to an amino group. The reaction may be effected in presence of water or an inert solvent such as ether, dioxane, alcohol, acetone, benzene, toluene, xylene, chlorbenzene, nitrobenzene or tetrachlorethane. The substituent group, which is converted to an amino group by hydrolysis or reduction in known manner, may be acylamino, nitro, azo or azomethine. The compound containing an amino group may be an aliphatic, aromatic, alicyclic or heterocyclic amine, for example methyl-, ethyl-, ethanol-, dimethyl-, diethyl-, propyl-, benzyl- and p-hydroxycyclohexyl-amines, which may be substituted by basic or acid groups such as diethylamino, carboxy or sulpho. In examples: (1) p-acetylaminobenzene sulphochloride is heated with ethyl-pseudo-thiourea hydrobromide in pyridine and the solution poured into water to precipitate N - (p-acetylaminobenzene-sulphonyl) - S - ethyl - pseudo-thiourea which is heated with aqueous dimethylamine to yield p-acetylamino-benzenesulphonyl-dimethylguanidine which on hydrolysis with hydrochloric acid gives the p-amino compound; (2) the N-(p-acetylaminobenzenesulphonyl) - S - ethyl - pseudo - thiourea of (1) is hydrolysed with hydrochloric acid to the corresponding p-aminobenzene compound which yields p - aminobenzene - sulphonyl - diethyl - guanidine with aqueous diethylamine. Replacing diethylamine by p-aminocyclohexanol yields the p-hydroxy-cyclohexyl-guanidine derivative. In analogous manner the n-propyl-, ethyl-, n-butyl-, isobutyl-, n-heptyl- and diethylaminoethyl-guanidine compounds may be obtained. The sample furnished under Sect. 2 (5) is of p-aminobenzene-sulphonyl-dodecylguanidine. |
| priorityDate | 1941-12-12^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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