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US 10,053,421 B2Granted
Method for producing bis(3-aminophenyl)disulfides and 3-aminothiols
AssigneeBayer CropScience AG
InventorsThomas Himmler, Julia Johanna Hahn
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Abstract
The present invention relates to a novel method for preparing bis(3-aminophenyl) disulphides of the general formula (I) and 3-aminothiols of the general formula (II), where X, Y have the meanings stated in the description, which serve as intermediates for the preparation of phenyl sulphoxides having insecticidal, acaricidal and nematicidal activity.
Claims20
A method for preparing a bis(3-aminophenyl) disulphide of formula (I) and/or a 3-aminothiol of formula (II)
- where the residues X and Y are each independently hydrogen, linear or branched (C1-C4)-alkyl, linear or branched (C1-C4)-alkoxy, halogen or amino;
- comprising
- (A) reducing a 3-nitrophenylsulphonyl chloride of formula (III)
- where the residues X and Y have the meanings stated above,
- with a catalyst consisting of catalytic amount of iodide in the presence of hypophosphorous acid (H3PO2) and/or a salt thereof to give a bis(3-nitrophenyl) disulphide of formula (IV)
- in which the residues X and Y have the meaning stated above, and
- (B) reducing said compound of formula (IV) with a reducing agent consisting of hydrogen in the presence of one or more metal catalysts selected from the group consisting of palladium, platinum, nickel, and cobalt, to form the bis(3-aminophenyl) disulphide of formula (I) and/or 3-aminothiol of formula (II).
4 more elements
Dependencies are inferred from the claim text.