4-SUBSTITUTED 2-AMINO-1,3,4-THIADIAZOLONES-(5) AND THEIR USE AS HERBICIDES

1,267,290. 2 - Amino - 1,3,4 - thiadiazolones. FARBENFABRIKEN BAYER A.G. 23 Oct., 1970 [25 Oct., 1969], No. 50474/70. Heading C2C. Novel thiadiazolones of the formula in which R represents alkyl or alkenyl groups having 1-8 carbon atoms and optionally substituted by alkoxy, cycloalkyl, cycloalkenyl,...

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description 1,267,290. 2 - Amino - 1,3,4 - thiadiazolones. FARBENFABRIKEN BAYER A.G. 23 Oct., 1970 [25 Oct., 1969], No. 50474/70. Heading C2C. Novel thiadiazolones of the formula in which R represents alkyl or alkenyl groups having 1-8 carbon atoms and optionally substituted by alkoxy, cycloalkyl, cycloalkenyl, furyl or aryl group which aryl group may be substituted by halogen, alkyl, dialkylamino, alkoxy and/or haloalkyl, or R represents a C 3-12 cycloalkyl group or a anaryl group optionally substituted by alkyl, haloalkyl, nitro and/or alkoxy groups, and the known compound in which R is phenyl, are prepared by condensing a thiosemicarbazide of the formula R-NH-NH-CS-NH 2 with phosgene, preferably at temperatures in the range 25-100‹ C. in the presence of water. The reaction medium may also contain a water immiscible organic solvent. Examples relate to the preparation of the 4-phenyl, cyclohexyl, propyl, ethyl, isopropyl, butyl, benzyl and 41-chlorobenzyl compounds; many other suitable starting thiosemicarbazides are specified. 1-Cyclohexylthiosemicarbazide is obtained by NaBH 4 reduction of cyclohexanone thiosemicarbazone. The thiadiazolones possess herbicidal properties and are used in conventional forms as pre- and post-emergence weed-killers.
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Novel thiadiazolones of the formula in which R represents alkyl or alkenyl groups having 1-8 carbon atoms and optionally substituted by alkoxy, cycloalkyl, cycloalkenyl, furyl or aryl group which aryl group may be substituted by halogen, alkyl, dialkylamino, alkoxy and/or haloalkyl, or R represents a C 3-12 cycloalkyl group or a anaryl group optionally substituted by alkyl, haloalkyl, nitro and/or alkoxy groups, and the known compound in which R is phenyl, are prepared by condensing a thiosemicarbazide of the formula R-NH-NH-CS-NH 2 with phosgene, preferably at temperatures in the range 25-100‹ C. in the presence of water. The reaction medium may also contain a water immiscible organic solvent. Examples relate to the preparation of the 4-phenyl, cyclohexyl, propyl, ethyl, isopropyl, butyl, benzyl and 41-chlorobenzyl compounds; many other suitable starting thiosemicarbazides are specified. 1-Cyclohexylthiosemicarbazide is obtained by NaBH 4 reduction of cyclohexanone thiosemicarbazone. 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Examples relate to the preparation of the 4-phenyl, cyclohexyl, propyl, ethyl, isopropyl, butyl, benzyl and 41-chlorobenzyl compounds; many other suitable starting thiosemicarbazides are specified. 1-Cyclohexylthiosemicarbazide is obtained by NaBH 4 reduction of cyclohexanone thiosemicarbazone. 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subjects AGRICULTURE
ANIMAL HUSBANDRY
BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES
CHEMISTRY
FISHING
FORESTRY
HETEROCYCLIC COMPOUNDS
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 4-SUBSTITUTED 2-AMINO-1,3,4-THIADIAZOLONES-(5) AND THEIR USE AS HERBICIDES
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