Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester → 5-methyl-1-(4-(trifluoromethyl)phenyl)-1H-pyrazole-4-carboxylic acid

HRID 1744537Notes

Reaction equation

HRID 1744537 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.C(O[CH:16]=[C:17]([C:23]([CH3:25])=O)[C:18]([O:20]CC)=[O:19])C>>[F:1][C:2]([F:11])([F:12])[C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:23]([CH3:25])=[C:17]([C:18]([OH:20])=[O:19])[CH:16]=[N:10]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 97734Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl esterHCID 1362004-(Trifluoromethyl)phenylhydrazine

Product 1

HCID 107784295-methyl-1-(4-(trifluoromethyl)phenyl)-1H-pyrazole-4-carboxylic acidYield 68.9%

Procedure

By the reaction and treatment in the same manner as in Starting Material Synthesis Example 1 using 4-trifluoromethylphenylhydrazine (12.8 g) and ethyl 2-ethoxymethyleneacetoacetate (12.3 g), the title compound (12.3 g) was obtained, melting point: 181° C.

Workup

  1. customBy the reaction and treatment in the same manner as

Sources & evidence

ORD record
ord-13ba6891e72e4bc0af0e60a030a9b061
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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