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US 2026/0200841 A1Published application
Process for the preparation of 2-alkylsulfonyl substituted benzoic acid derivatives
AssigneeAdama Agan Ltd.
InventorsMichael GRABARNICK, Shaoxiang WU, Rui WANG, Jing LI
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Abstract
The invention provides a method for preparing 2-alkylsulfonyl substituted benzoic acid derivatives of formula (I) by conversion of 2-alkylthio substituted benzonitrile compound of formula (II), which are useful as intermediates in the preparation of herbicidally active compounds like pyrasulfotole or isoxaflutole.
Claims27
A process for the preparation of a compound of formula (I):
- wherein
- R1 represents C1-6 alkyl, C1-6 haloalkyl, phenyl or phenyl substituted with carboxylic acid;
- R2 represents hydrogen, C1-6 alkyl, C1-6 haloalkyl, C1-6 haloalkoxy, phenyl or phenyl substituted with halogen, carboxylic acid;
- which comprises
- a) reacting a compound of formula (II):
- wherein R1, and R2 are as hereinbefore defined;
- with an oxidizing reagent in the presence of an aqueous acid in a suitable solvent system to form a compound of formula (III) and the reaction is processed in the absence of a metal catalyst;
- wherein R1, and R2 are as hereinbefore defined;
- b) reacting the compound of formula (III) with an alkali hydroxide;
- c) mixing the reaction mixture from step (b) with a strong acid system to obtain the compound of formula (I).
7 more elements
A process for the preparation of 2-methylsulfonyl-4-trifluoromethylbenzoic acid comprises:
- a) reacting 2-methylthio-4-trifluoromethylbenzonitrile with an oxidizing reagent, in the presence of an aqueous acid in a suitable solvent system, and the reaction is processed in the absence of a metal catalyst;
- b) the product from step (a) is reacted with alkali hydroxide and over acidification to obtain 2-methylsulfonyl-4-trifluoromethylbenzoic acid.
Dependencies are inferred from the claim text.