http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-712720-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_0efa077d881a96aeb1e29b21ef1bbb58 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D203-26 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D203-26 |
| filingDate | 1952-05-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1954-07-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-712720-A |
| titleOfInvention | Improvements in the production of salts of tertiary and quaternary bicyclic ethylene imine bases |
| abstract | A process for the production of salts of tertiary and quaternary bicyclic ethylene imine bases consists in reacting alkylating agents of the general formula R-X (in which R is an alkyl, cycloalkyl or aralkyl group which may also contain substituents and X is chlorine, bromine, iodine or the radical of sulphuric acid or a sulphonic acid) with spirocyclohexylethylene imine or its derivatives, and if desired causing the free bases set free from the resulting tertiary salts with alkali to react with further amounts of the same or another compound of the type R-X to form quaternary salts. The group R may contain halogen, hydroxyl, carbonyl, nitro, carboxylic acid ester or sulphonic acid groups, while X may be chlorine, bromine, or iodine, or the radical of sulphuric acid or of an aliphatic, aromatic or cycloaliphatic sulphonic acid. There may also be used as reactant R-X compounds containing two X groups such as 1,6-dichlorhexane or p-xylylene dichloride, which may be reacted with one or two molecular proportions of the spirocyclohexylethylene imine. In examples: (1) spirocyclohexylethylene imine is heated with ethyl chloride to give N - ethylspirocyclohexylethylene imine, which on heating with benzyl chloride gives the N-ethyl-N-benzylspirocyclohexylethylene imonium chloride. In place of ethyl chloride may be used in similar reactions n-propyl bromide, isobutyl iodide, cyclopentyl bromide, dimethyl sulphate or ethyl p-toluene sulphonate, and in place of benzyl chloride may be used hexane or cyclohexane sulphonic acid benzyl esters; (2) by using benzyl chloride, N-benzylspirocyclohexylethylene imine is prepared and reacted with dodecyl bromide to give the corresponding quaternary compound. p-Bromo- or m-nitrobenzyl bromide may be reacted in place of benzyl bromide, and o -bromo-capronic acid methyl ester may be reacted in place of dodecyl bromide; (3) spirocyclohexylethylene imine is reacted with ethylene dichloride to give N,N1-ethylene - bis - spirocyclohexylethylene imine, which is reacted with benzyl chloride to give the bis - quaternary compound. 1,4 - Dibromo butane, 1,6-dibromo-hexane or p-xylylene dichloride may be reacted similarly, in place of the ethylene dichloride. Spirocyclohexylethylene imine can be prepared by reacting formaldehyde with nitrocyclohexane, catalytically reducing the 1-nitro-1-methylol - cyclohexane obtained, and leading the resulting 1-amino-1-methylol-cyclohexane at about 300 DEG C. over alumina. |
| priorityDate | 1951-05-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 77.