http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1002662-A
Outgoing Links
Predicate | Object |
---|---|
assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_fcf5219977f3be55b315764347494242 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D417-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D207-08 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D417-06 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-08 |
filingDate | 1962-10-31-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_216050d748c45ef7eb6ac021d92db779 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f707c77b57d80b319110b1337a4ed1c2 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_3da2d7a59d6b778143510671edf8b367 |
publicationDate | 1965-08-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-1002662-A |
titleOfInvention | New polyalkyl derivatives and their salts |
abstract | The invention comprises compounds of the general formula <FORM:1002662/C2/1> and the non-toxic acid addition salts thereof wherein X is a hydrogen atom or a chlorine atom, "Alkyl" is a methyl, ethyl, propyl or isopropyl group, R1 is a hydrogen atom or an alkyl group and R2, R3, R4, R5 and R6 are hydrogen atoms or alkyl groups, provided that at least one of the groups R2-R6 is an alkyl group and provided further that R1, R2, R3, R4, R5, R6 and "Alkyl" together do not contain more than 7 carbon atoms. The compounds are prepared by reacting a 10-unsubstituted phenothiazine or an N-metal salt thereof with a reactive ester of a 3-pyrrolidylmethanol or by reacting a phenothiazine - 10 - carboxylic acid halide with a 3-pyrrolidylmethanol and decarboxylating the resultant 3-pyrrolidyl methanol 10-phenothiazine carboxylic acid ester. 1,2 - Dimethylpyrrolidyl - 3 - carbinol is prepared reacting the sodium salt of methyl aceto-acetate with N - benzyl - N - methylaminoethyl chloride to give methyl a -(N-benzyl-N-methylaminoethyl)acetoacetate, hydrogenating this to give methyl 1,2 - dimethylpyrrolidine - 3 - carboxylate (and on hydrolysis the free acid), and reducing the ester with lithium aluminium hydride. Similarly is prepared 1,2,3-trimethyl-3-hydroxymethylpyrrolidine through ethyl a -methyl a - (N - benzyl - N - methylaminoethyl)-acetoacetate and ethyl 1,2,3 - trimethylpyrrolidine - 3 - carboxylate. 1,2 - Dimethyl - 3 - hydroxymethylpyrrolidine is also prepared by reaction of ethyl 2-methyl-pyrrole-3-carboxylate with methyl iodide to give ethyl 1,2-dimethylpyrrole - 3 - carboxylate, reducing this with hydrogen and a rhodium catalyst to the 1,2-dimethylpyrrolidine-3-carboxylate and reducing the ester. Similarly 1,2,5-trimethyl-pyrrolidyl-3-methanol is prepared by reduction of 1,2,5-trimethyl-pyrrole-3-carboxylic acid ethyl ester to ethyl 1,2,5 - trimethyl - pyrrolidyl - 3 - carboxylate and then reduction of the ester group, and 1,2,2,5,5 - pentamethyl - 3 - hydroxymethylpyrrolidine is prepared by reduction of the corresponding ethyl 3-carboxylate. The p-toluene-sulphonates of 1,2 - dimethyl-, 1,2,3 - trimethyl-, 1,2,5 - trimethyl - and 1,2,2,5,5 - pentamethyl-3-hydroxymethyl pyrrolidines are prepared from the corresponding alcohols and p-toluene sulphonyl chloride. Specification 813,428 is referred to. |
priorityDate | 1962-10-31-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 61.