http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-800963-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_dbd2f0e0b995b71a4d416f591be69ef6 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C211-63 |
| filingDate | 1955-11-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_9243f06cf3709e71e0f42f4ddb7dd117 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_39c192f8cc3df2494fa18c0863806866 |
| publicationDate | 1958-09-03-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-800963-A |
| titleOfInvention | Improvements in or relating to sulphonium compounds |
| abstract | The invention comprises sulphonium quaternary ammonium compounds of the general formula: <FORM:0800963/IV (b)/1> (wherein R, R1, R2, R3 and R4 are the same or different, each being an alkyl group, and X-is a monovalent anion or 2X- the divalent anion of a dibasic acid, the total number of carbon atoms in the cation being from 11 to 16 inclusive) and the manufacture thereof by treating an appropriate di-N-substituted alkylthioalkylamine (or monoquaternary salt thereof) with an excess of a quaternizing agent alone or in the presence of a diluent such as acetone or alcohol. The anion X is chosen from the usual non-toxic groupings, such as halide, sulphate or tartrate. Preferred compounds are those in which n is 4 or 5, the total number of carbon atoms in the cation is 13 to 15, and the total number of carbon atoms in R and R1 is not more than 4 and in R3 and R4 not more than 8. The following compounds are described in the examples: 1-diethylsulphonium-4-triethylammoniumbutane di-iodide and ditartrate, 1 - ethylmethylsulphonium - 4 - triethylammoniumbutane di - iodide, 1 - ethylmethylsulphonium - 4 - ethyldi - n - propylammoniumbutane di - iodide, 1 - dimethylsulphonium - 4 - methyldi - isopropylammoniumbutane di - iodide, 1 - ethylmethylsulphonium - 4 - methyldi - isopropylammoniumbutane di-iodide, 1-methylisopropylsulphonium - 4 - methyldiisopropylammoniumbutane di - iodide, 1 - ethylmethylsulphonium-4 - dimethylethylammoniumbutane di - iodide, 1 - dimethylsulphonium - 4 - diethylmethylammoniumbutane di - iodide, 1 - diethylsulphonium - 4 - dimethylethylammoniumbutane di - iodide, 1 - ethylmethylsulphonium-4 - diethylmethylammoniumbutane di - iodide, 1 - dimethylsulphonium - 4 - di - n - propylmethylammoniumbutane di - iodide, 1 - methyl - n - propylsulphonium - 4 - di - n - propylmethylammoniumbutane di - iodide, 1 - dimethylsulphonium - 4 - di - n - butylmethylammoniumbutane dibromide, 1 - ethyl - n-propylsulphonium - 4 - diethyl - n - propylammoniumbutane di - iodide, 1 - diethylsulphonium - 5 - triethylammoniumpentane diiodide, 1 - ethylmethylsulphonium - 5 - ethyldi-n - propylammoniumpentane di - iodide, 1 - ethylmethylsulphonium - 5 - dimethylethylammoniumpentane di - iodide, 1 - dimethylsulphonium - 5 - diethylmethylammoniumpentane di - iodide, 1 - ethylmethylsulphonium - 5 - diethylmethylammoniumpentane diiodide, 1 - dimethylsulphonium - 5 - di - n - propylmethylammoniumpentane di - iodide, 1 - dimethylsulphonium - 6 - trimethylammoniumhexane di - iodide, 1 - ethylmethylsulphonium - 6 - trimethylammonium - hexane diiodide, 1 - ethylmethylsulphonium - 6 - dimethylethylammonium - hexane di - iodide, 1 - ethylmethylsulphonium - 6 - diethylmethylammonium - hexane di - iodide, 1 - diethylsulphonium - 6 - dimethylethylammoniumhexane di - iodide, 1 - methyl - iso - propylsulphonium - 6 - dimethyl - iso - propylammoniumhexane di - iodide, 1 - methyl - n - propylsulphonium - 6 - dimethyl - n - propylammoniumhexane di - iodide, 1 - methyl - n - butylsulphonium - 6 - n - butyldimethyl - ammoniumhexane di - iodide and 1 - diethylsulphonium - 6 - triethylammoniumhexane diiodide. Starting materials. Di-N-substituted alkylthioalkylamines (in which the total number of carbon atoms is 9 to 14) are prepared by reacting the appropriate haloalkylamine hydrohalide with the sodium or potassium salt of an alkanethiol in a solvent, or by converting the appropriate di - N - substituted hydroxyalkylamine to the thioalkylamine by the action of thiourea and hydrobromic acid, basifying and alkylating the thiol group. The following are prepared by one or other of these methods:-4 - ethylthiobutyldiethylamine, 4 - methylthiobutyldiethylamine (and its styphnate), 4-methylthiobutyldi - n - propylamine, 4 - methylthiobutyldi - isopropylamine, 4 - ethylthiobutyldiisopropylamine, 4 - isopropylthiobutyldi - isopropylamine, 5 - ethylthioamyldiethylamine and 5-methylthioamyldi-n-propylamine. 4 - Chlorobutyldiethylamine, 4 - chlorobutyldi - n - propylamine, 4 - chlorobutyldi - iso - propylamine, 5 - chloroamyldiethylamine and 5 - chloroamyldi-n-propylamine hydrochlorides are prepared by the action of thionyl chloride on the corresponding hydroxy-compounds. 4 - Hydroxybutyldi - n - propylamine and 4-hydroxybutyldi - iso - propylamine are prepared by reacting b -carbomethoxypropionyl chloride with di-n-propylamine and di-isopropylamine respectively and reducing the resulting esteramides with lithium aluminium hydride, and 5 - hydroxyamyldi - n - propylamine is prepared similarly starting from g -carbomethoxybutyryl chloride and di-n-propylamine. |
| priorityDate | 1955-11-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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