http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-813428-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_97a2335eadeb830eeb1cc9c2e2aa2225 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-52 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D209-52 |
| filingDate | 1956-10-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1959-05-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-813428-A |
| titleOfInvention | New pyrrolidine compounds and the production thereof |
| abstract | The invention comprises phenthiazines of the general formula: <FORM:0813428/IV (b)/1> and their acid addition and quaternary salts (X represents a hydrogen or chlorine atom, R represents a hydrogen atom or an alkyl, alkenyl or benzyl radical) and a process for their preparation by reacting phenthiazine or 2-chloro-phenthiazine with a reactive ester of 3-pyrrolidylmethanol (or an N-alkyl, alkenyl or benzyl derivative thereof), and if desired N-alkylating, alkenylating or benzylating the product and/or forming acid addition or quaternary salts, e.g. with hydrochloric, sulphuric, phosphoric, methane sulphonic, fumaric, maleic or citric acids, or with alkyl halogenides, sulphates or sulphonic acid alkyl esters, respectively. Specified reactive esters are those with hydrogen halides and with alkyl and aryl sulphonic acids, and the reaction is preferably performed in a solvent such as benzene, toluene or cumene in the presence of an alkali metalamide, hydride or hydroxide. Specified groups denoted by R include benzyl, methyl, ethyl, propyl, butyl, amyl, hexyl, vinyl, allyl, propenyl, crotyl and butenyl. In examples: (1) phenthiazine is reacted with sodamide in xylene and then boiled with 3-bromomethyl-1-ethyl pyrrolidine hydrobromide giving 10-[11-ethylpyrrolidyl - (31) - methyl] - phenthiazine, characterized as its hydrochloride and methosulphate; (2) as in (1), but using 3-chloromethyl-1-n-propyl pyrrolidine to give 10-[1-n-propylpyrrolidyl - (31) - methyl] - phenthiazine, its hydrochloride and methosulphate; (3), similarly are prepared the following 10-substituted phenthiazines: 1-methylpyrrolidyl-3-methyl -, 1 - isopropylpyrrolidyl - 3 - methyl -, 1 - allylpyrrolidyl - 3 - methyl -, 1 - n - butylpyrrolidyl - 3 - methyl -, and 1 - benzylpyrrolidyl-3-methyl- (as its HCl salt); (4) similarly from 2-chlorophenthiazine are prepared 10 - [pyrrolidyl - (31) - methyl] - 2 - chlorophenthiazines which are substituted on the pyrrolidyl N-atom by methyl, ethyl, n-propyl, isopropyl and n-butyl groups, together with corresponding HCl salts. Specification 772,179 is referred to. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-3140284-A |
| priorityDate | 1955-10-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 60.