Method for producing 3,5-bis (fluoroalkyl) pyrazole-4-carboxylic acid derivatives and 3,5-bis (fluoroalkyl) pyrazoles

摘要

Preparing 3,5-bis(fluoroalkyl)-pyrazole compounds (Ia) and (Ib), comprises (A) reacting alpha ,alpha -dihalo-amine compounds (II) with ester compounds (III), and (B) reacting with hydrazine compounds (IV). Preparing 3,5-bis(fluoroalkyl)-pyrazole compounds of formula (Ia) and (Ib), comprises (A) reacting alpha ,alpha -dihalo-amine compounds of formula (R2-C((X1) 2)-N(R6)-R5) (II) with ester compounds of formula (R3-C(=O)-CH 2-R4) (III), and (B) reacting with hydrazine compounds of formula (N-N-R1) (IV). R1 : H, 1-12C alkyl, 3-8C cycloalkyl, 6-18C aryl, 7-19C arylalkyl, 7-19C alkylaryl, CH 2CN, CH 2CX 3, CH 2COOH or CH 2-COO-1-12C alkyl; X : F, Cl, Br or I; R2, R3 : 1-6C haloalkyl; R4 : H, halo, COOH, (C=O)OR5, CN or (C=O)NR5R6; either R5, R6 : 1-12C alkyl, 3-8C cycloalkyl, 6-18C aryl, 7-19C arylalkyl or 7-19C alkylaryl; or R5+R6+N to which R5 and R6 are bonded : 5-6-membered ring; and X1 : Cl or F. Independent claims are also included for: (1) 3,5-bis(fluoroalkyl)-pyrazole compounds of formula (Ia) and (Ib); and (2) ketone compounds of formula (R23-C(=O)-C(R24)=C(R22)-N(R25)-R26) (VI). R14 : H, F, Cl, Br, COOH, (C=O)OR5, CN or (C=O)NR5R6; R22, R23 : CF 3, CF 2H or CF 2Cl; R24 : (C=O)OR5; and R25, R26 : 1-6C alkyl. [Image] ACTIVITY : Fungicide. No biological data given. MECHANISM OF ACTION : None given.