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US 12,486,221 B2Granted
Preparation of substituted 4-(N′-hydroxycarbamimidoyl)benzoic acids
AssigneeBASF SE
InventorsFlorian Vogt, Kailaskumar Borate, Bernd Wolf, Joachim Gebhardt, Guillaume Michel Jacques Garivet, Harish Shinde, Roland Goetz
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Abstract
The present invention relates to a process for the preparation of substituted 4-(N′-hydroxy-carbamimidoyl)benzoic acids, which can be obtained by nitrilase catalyzed hydration of substituted terephthalonitriles of formula (II) in an aqueous medium to afford (ammonium) 4-cyanobenzoic acids (IIa). The hydration is followed by treatment of the aqueous reaction medium with hydroxylamine or a salt thereof to afford amidoximes (I).
Claims14
A process for preparing amidoxime compounds of formula I,
- wherein
- R is halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, or C1-C4-haloalkoxy;
- n is 0, 1 or 2;
- the process comprising
- i. providing an aqueous medium comprising water, one or more nitrilase, and a terephthalonitrile of formula II, wherein the variables n and R have the meaning as defined for compound of formula I;
- ii. incubating the aqueous medium to obtain 4-cyanobenzoic acid of formula IIa or a salt thereof in an aqueous medium, wherein the variables n and R in 4-cyanobenzoic acid IIa have the meaning as defined for compound of formula 1;
- iii. removal of biological material from the aqueous medium;
- iv. treatment of the aqueous medium obtained in step iii with hydroxylamine or a salt thereof.
5 more elements
Dependencies are inferred from the claim text.