Herbicidal (S)-benzyl-thiocarbomate(s) prodn. - from (O)-alkyl thiocarbamate(s) and benzyl chloride(s)
Prepn. of S-benzylthiocarbamates of formula (I) comprises reacting an O-alkyl ester of formula R1R2N.CSOR5 (II) with a benzyl chloride (III) opt. in presence of a bivalent metal halide catalyst and of an inert organic solvent. In the formulae, R1 is 1-4C alkyl, R2 is 1-4C alkyl or cyclohexyl or R1+R...
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| creator | BORDAS BARNA BALOGH KAROLY GAL GUSZTAV |
| description | Prepn. of S-benzylthiocarbamates of formula (I) comprises reacting an O-alkyl ester of formula R1R2N.CSOR5 (II) with a benzyl chloride (III) opt. in presence of a bivalent metal halide catalyst and of an inert organic solvent. In the formulae, R1 is 1-4C alkyl, R2 is 1-4C alkyl or cyclohexyl or R1+R2 together are 4-6C polymethylene; R3 and R4 are each H, Cl or 1-4C alkyl, alkoxy or alkylthio; and R5 is 1-3C alkyl. (I) are know herbicides, e.g. S-(5-(4-chlorobenzyl)N,N-diethylthiocarbamate. (Ia) which is useful in rice crosp. Reactants such as COCl2 and COS are not required. Typically (Ia) is obtd. with a yield of 88% as a crude prod. of purity 97% c.f. a yield of 78-79.5% in previous processes. |
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In the formulae, R1 is 1-4C alkyl, R2 is 1-4C alkyl or cyclohexyl or R1+R2 together are 4-6C polymethylene; R3 and R4 are each H, Cl or 1-4C alkyl, alkoxy or alkylthio; and R5 is 1-3C alkyl. (I) are know herbicides, e.g. S-(5-(4-chlorobenzyl)N,N-diethylthiocarbamate. (Ia) which is useful in rice crosp. Reactants such as COCl2 and COS are not required. Typically (Ia) is obtd. with a yield of 88% as a crude prod. of purity 97% c.f. a yield of 78-79.5% in previous processes.</description><edition>4</edition><language>eng ; ita</language><subject>ACYCLIC OR CARBOCYCLIC COMPOUNDS ; AGRICULTURE ; ANIMAL HUSBANDRY ; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES ; CHEMISTRY ; FISHING ; FORESTRY ; HUMAN NECESSITIES ; HUNTING ; METALLURGY ; ORGANIC CHEMISTRY ; PEST REPELLANTS OR ATTRACTANTS ; PLANT GROWTH REGULATORS ; PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF ; TRAPPING</subject><creationdate>1985</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19850604&DB=EPODOC&CC=IT&NR=1087422B$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76547</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19850604&DB=EPODOC&CC=IT&NR=1087422B$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>BORDAS BARNA</creatorcontrib><creatorcontrib>BALOGH KAROLY</creatorcontrib><creatorcontrib>GAL GUSZTAV</creatorcontrib><title>Herbicidal (S)-benzyl-thiocarbomate(s) prodn. - from (O)-alkyl thiocarbamate(s) and benzyl chloride(s)</title><description>Prepn. of S-benzylthiocarbamates of formula (I) comprises reacting an O-alkyl ester of formula R1R2N.CSOR5 (II) with a benzyl chloride (III) opt. in presence of a bivalent metal halide catalyst and of an inert organic solvent. In the formulae, R1 is 1-4C alkyl, R2 is 1-4C alkyl or cyclohexyl or R1+R2 together are 4-6C polymethylene; R3 and R4 are each H, Cl or 1-4C alkyl, alkoxy or alkylthio; and R5 is 1-3C alkyl. (I) are know herbicides, e.g. S-(5-(4-chlorobenzyl)N,N-diethylthiocarbamate. (Ia) which is useful in rice crosp. Reactants such as COCl2 and COS are not required. 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In the formulae, R1 is 1-4C alkyl, R2 is 1-4C alkyl or cyclohexyl or R1+R2 together are 4-6C polymethylene; R3 and R4 are each H, Cl or 1-4C alkyl, alkoxy or alkylthio; and R5 is 1-3C alkyl. (I) are know herbicides, e.g. S-(5-(4-chlorobenzyl)N,N-diethylthiocarbamate. (Ia) which is useful in rice crosp. Reactants such as COCl2 and COS are not required. Typically (Ia) is obtd. with a yield of 88% as a crude prod. of purity 97% c.f. a yield of 78-79.5% in previous processes.</abstract><edition>4</edition><oa>free_for_read</oa></addata></record> |
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| subjects | ACYCLIC OR CARBOCYCLIC COMPOUNDS AGRICULTURE ANIMAL HUSBANDRY BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES CHEMISTRY FISHING FORESTRY HUMAN NECESSITIES HUNTING METALLURGY ORGANIC CHEMISTRY PEST REPELLANTS OR ATTRACTANTS PLANT GROWTH REGULATORS PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF TRAPPING |
| title | Herbicidal (S)-benzyl-thiocarbomate(s) prodn. - from (O)-alkyl thiocarbamate(s) and benzyl chloride(s) |
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