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US 2026/0009142 A1Published application
Electrochemical synthesis of pyrazolines and pyrazoles
AssigneeBayer Aktiengesellschaft
InventorsSiegfried Waldvogel, Martin Linden, Silja Hofmann, Robin Maximilian Bär, Mark James Ford, Sherif James Kaldas
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Abstract
The present invention relates to an electrochemical process for the synthesis of pyrazolines and pyrazoles of the formula (I). The process can be used in particular for the synthesis of the herbicide safener mefenpyr-diethyl.
Claims21
A process for preparing compounds of general formula (I)
- in which is a single or double bond;
- R1 is alkyl, —C(O)O-alkyl, cycloalkyl, aryl, or heterocyclyl, in each case substituted or unsubstituted;
- R2 is alkyl, —C(O)O-alkyl, cycloalkyl, aryl, or heterocyclyl, in each case substituted or unsubstituted;
- R3 is alkyl, —C(O)O-alkyl, —C(O)O-aryl, —C(O)N-(alkyl)2, —CN, —P(O)(O-alkyl)2, cycloalkyl, aryl, or heterocyclyl, in each case substituted or unsubstituted, or H;
- R4 is present if is a single bond and R4 is alkyl, —C(O)O-alkyl, C(O)O-aryl, cycloalkyl, aryl, or heterocyclyl, in each case substituted or unsubstituted, or H;
- or R3 and R4 together with the carbon atom in the compounds of the formula (I) linking R3 and R4 form a substituted or unsubstituted cycloalkyl or heterocyclyl;
- R5 is alkyl, —C(O)O-alkyl, cycloalkyl, aryl, or a heterocyclyl, in each case substituted or unsubstituted, or H;
- or R4 and R5 together with the carbon atoms in the compounds of the formula (I) linking R4 and R5 with each other form a cycloalkyl or heterocyclyl, in each case substituted or unsubstituted;
- or R1 and R5 together with the carbon atoms in the compounds of the formula (I) linking R1 and R5 form a cycloalkyl or heterocyclyl, in each case substituted or unsubstituted;
- characterized in that compounds of general formula (II)
- where R1 and R2 have the same definition as in the general formula (I) are reacted in an electrochemical reaction in the presence of an iodide source with a compound of formula (III) or (IV)
- where R3, R4 and R5 have the same definition as in the general formula (I).
9 more elements
Dependencies are inferred from the claim text.