http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-808879-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_c7ad58d3c0b071069a8ee0cb8c8ba2e8 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-1653 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07F9-165 |
filingDate | 1957-07-04-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1959-02-11-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-808879-A |
titleOfInvention | Thiophosphoric acid esters |
abstract | The invention comprises thiophosphoric esters of the general formula: <FORM:0808879/IV (b)/1> where R, R1, R2 and R3 are C1-4 alky groups and Z is 0, 1 or 2. They are prepared by reacting (1-alkylmercapto)- or (1-alkylsulphoxyl)- or (1-alkylsulphonyl)-2-halomethyl-4-alkyl benzenes with salts (especially alkali metal or ammonium salts) of o,o-dialkylthioor thionothiolphosphoric acids, preferably at slightly elevated temperatures, e.g. 20-80 DEG C., and in the presence of an inert solvent such as a lower aliphatic alcohol, lower aliphatic ketone or aromatic hydrocarbon. The chloromethyl compounds are preferred. The 1-alkylmercapto - 2 - halomethyl - 4 - alkylbenzenes may be obtained by reaction of 1-alkylmercapto-4-alkylbenzenes with formaldehyde and a hydrohalic acid. They may be oxidized to the sulphoxides and sulphones by known methods. Alternatively the oxidation may be effected on the thiophosphoric ester reaction products. The products are insecticides (see Group VI). Examples describe the preparation of: O,O-dimethyl-, -diethyl-, and -diisopropyl-S-(2-methylmercapto - 5 - methylbenzyl) phosphorothiolate; O,O-diethyl-S-(2-methylmercapto-5-ethylbenzyl) phosphorothiolate; O,O-diethyl-S - (2 - ethylmercapto - 5 - methylbenzyl) phosphorothiolate; O,O-dimethyl-, -diethyl- and -diisopropyl - S - (2 - methylmercapto - 5 - methyl) phosphorothiolothionate; O,O-diethyl-S - (2 - ethylmercapto - 5 - methylbenzyl) phosphorothiolothionate; O,O-diethyl-S-(2-methylmercapto - 5 - ethylbenzyl) phosphorothiolothionate; O,O-diethyl-S-(2-methylsulphonyl-5-methylbenzyl) phosphorothiolate; and O,O-diethyl - S - (2 - methylsulphoxyl - 5 - methyl) phosphorothiolothionate. 1 - Methylsulphoxyl - and 1 - methylsulphonyl-2-chloromethyl-4-methylbenzene used as starting materials are prepared by the action of H2O2 in glacial acetic acid at 0 DEG and 50 DEG C. respectively or 2 - chloromethyl - 4 - methylthioanisole.ALSO:Insecticidal and plant-protecting compositions comprise thiophosphoric esters of the general formula <FORM:0808879/VI/1> where R, R1, R2 and R3 are C1-4 alkyl groups and Z is 0, 1 or 2. (For preparation see Group IV (b)). They may be applied in dilution or solution with solid or liquid carriers such as chalk, talc, bentonite, water, alcohols and liquid hydrocarbons, or as aerosols. They may be combined with other pesticides. Generally, concentrations of 0.0001 to 1 per cent are used. In an example, a composition containing 0.01 per cent of O,O-diisopropyl-S-(2-methylmercapto - 5 - methylbenzyl) dithiophosphate, dimethyl formamide, a benzyl hydroxy diphenyl polyglycol ether, and water is prepared. |
priorityDate | 1958-02-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 35.