Process for preparing pyrazoles
AssigneeBASF SE
InventorsBirgit GOCKEL, Daniel SAELINGER, Sebastian SOERGEL, Michael RACK
Life of this patent
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Abstract
The present invention relates to a process for preparing a pyrazole compound of formula V, which comprises cyclizing a hydrazone substituted α,β-unsaturated carbonyl compound of formula IV by reacting it with a suitable reagent, e.g. a reducing agent, an organometallic reagent or a nucleophilic reagent. The compounds of formula V are versatile reaction tools for the preparation of pyrazole derived fine chemicals. The present invention also relates to pyrazole compounds of formulae Va, Vb, Vc, and VI.
Claims5
A compound of formula V or a salt, stereoisomer, tautomer or N-oxide thereof
- wherein
- R2 is CH3, R3 is H, R4 is CH(CH3)2, R5 is CH3 and R6 is H;
- or
- R2 is CH3, R3 is H, R4 is CHFCH3, R5 is CH3 and R6 is H;
- or
- R2 is CH3, R3 is H, R4 is 1-CN-cC3H4, R5 is CH3 and R6 is H;
- or
- R2 is CH3, R3 is H, R4 is 1-C(O)NH2-cC3H4, R5 is CH3 and R6 is H;
- or
- R2 is CH3, R3 is H, R4 and R5 together are CH2CH2CF2CH2CH2, and R6 is H;
- wherein
- R1 is CN or COORc;
- Rc is H, C1-C4-alkyl or aryl-C1-C4-alkyl, or wherein Rc together with the C(O)O group forms a salt [C(O)O]−NR4+, [C(O)O]−Ma+ or [C(O)O]−½Mea2+, wherein Ma is an alkali metal and Mea is an alkaline earth metal.
A compound of formula IV or a salt, stereoisomer, tautomer or N-oxide thereof
- wherein
- R1 is CN, C(O)OCH3, C(O)OCH2CH3, C(O)OC(CH3)3, C(O)OCH2C6H5, or COOH;
- R2 is CH3, R3 is H, and
- R4 is CH(CH3)2, and R5 is CH3;
- or
- R4 is CHFCH3, and R5 is CH3;
- or
- R4 is 1-CN-cC3H4, and R5 is CH3;
- or
- R4 is 1-C(O)NH2-cC3H4, and R5 is CH3;
- or
- R4 and R5 together are CH2CH2CF2CH2CH2.
Dependencies are inferred from the claim text.