Method for oxidizing a thioether group into a sulfoxide group
AssigneeEsteve Quimica, S.A.
InventorsRamon Berenguer Maimo, Julio Campon Pardo, Laura Coppi
Life of this patent
Estimating the term…
Abstract
The present invention relates to a procedure for the oxidation of a thioether group to a sulfoxide group, with aqueous sodium percarbonate in the presence of a molybdenum salt as a catalyst. The procedure is of application to oxidize the thioether group of a compound (I), where R1 is a C1-C6 alkyl, a halogenated C1-C6 alkyl, or —(CH2)n—OR9, where n is an integer between 1 and 6 and R9 is H or a C1-C6 alkyl; R2, R3, R4, R5, R6 and R8, independently form each other represent H, a C1-C6 alkyl, or C1-C6 alkoxy; and R7 is H, a C1-C6 alkyl, a C1-C6 alkoxy or a C1-C6 fluorinated alkoxy, in order to obtain the sulfinyl derivative (II).
Claims20
A process for oxidizing a 2-(2-pyridinylmethyl-thio)benzimidazol compound of formula I to a compound of formula II, comprising carrying out said oxidation in the presence of sodium percarbonate and a molybdenum salt catalyst according to the following reaction:
- wherein
- R1 is selected from the group consisting of an alkyl group with 1 to 6 carbon atoms, a halogenated alkyl group with 1 to 6 carbon atoms, and a —(CH2)n—OR9 group, wherein n is an integer from 1 to 6, and R9 represents hydrogen or an alkyl group with 1 to 6 carbon atoms;
- R2, R3, R4, R5, R6 and R8, independently from each other are selected from the group consisting of hydrogen, an alkyl group with 1 to 6 carbon atoms, and an alkoxy group with 1 to 6 carbon atoms;
- and
- R7 is selected from the group consisting of hydrogen, an alkyl group with 1 to 6 carbon atoms, an alkoxy group with 1 to 6 carbon atoms, and a fluorinated alkoxy group with 1 to 6 carbon atoms.
Dependencies are inferred from the claim text.