C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 231/20 (2006.01) C07C 315/04 (2006.01) C07C 317/22 (2006.01) C07D 307/20 (2006.01) C07D 309/12 (2006.01) C07D 313/04 (2006.01) C07D 335/02 (2006.01) C07D 337/04 (2006.01) C07D 405/12 (2006.01) C07D 409/12 (2006.01) C07C 317/14 (2006.01) C07C 317/44 (2006.01)
Patent
CA 2257889
Herbicidal 1-alkyl-4-(2-chloro-3-alkoxy-4-alkylsulfonylbenzoyl)-5- hydroxypyrazole compounds, as well as 1-halo-2-chloro-3-alkoxy-4- alkylsulfonylbenzene compounds and 2-chloro-3-alkoxy-4-alkylsulfonylbenzoic acid compounds, were prepared in good yield by the reaction of the corresponding 3-chloro compound with an alkali metal alkoxide compound. 1-Halo- 2-chloro-3-alkoxy-4-alkylsulfonylbenzene and 1-halo-2,3-dichloro-4- alkylsulfonylbenzene compounds were converted to compounds having hydroxycarbonyl, alkoxycarbonyl, or 1-alkyl-5-hydroxypyrazole-4-carbonyl substituents in place of the 1-halo substituent by reaction with carbon monoxide and water, an alcohol, or a 1-alkyl-5-hydroxypyrazole compound, respectively, in the presence of a palladium II salt:trihydrocarbylphosphine complex type catalyst.
La présente invention concerne des composés 1-alkyl-4-(2-chloro-3-alcoxy-4-alkylsulfonylbenzoyl)-5-hydroxypyrazole herbicides ainsi que des composés 1-halo-2-chloro-3-alcoxy-4-alkylsulfonylbenzène et des composés d'acide 2-chloro-3-alcoxy-4-alkylsulfonylbenzoïque, lesquels sont préparés avec un bon rendement par réaction du composé 3-chloro correspondant avec un composé alcoxyde alcalin. Les composés 1-halo-2-chloro-3-alcoxy-4-alkylsulfonylbenzène et 1-halo-2,3-dichloro-4-alkylsulfonylbenzène sont transformés en composés possédant des substituants hydroxycarbonyle, alcoxycarbonyle ou 1-alkyl-5-hydroxypyrazole-4-carbonyle à la place du substituant 1-halo par réaction avec l'oxyde de carbone et l'eau, un alcool, ou un composé 1-alkyl-5-hydroxy-pyrazole, respectivement, en présence d'un catalyseur du type complexe sel de palladium II:trihydrocarbylphosphine.
Emonds Mark V. M.
Krumel Karl L.
Schomaker Jennifer M.
Siddall Thomas L.
Zettler Mark W.
Dow Agrosciences Llc
Smart & Biggar
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