Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester → 3-Methyl-1-(phenylmethyl)-1H-pyrazole-4-carboxylic acid

HRID 1744538Notes

Reaction equation

HRID 1744538 reaction equation
Cl.Cl.[CH2:3]([NH:10][NH2:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(O[CH:15]=[C:16]([C:22]([CH3:24])=O)[C:17]([O:19]CC)=[O:18])C>>[CH2:3]([N:10]1[CH:15]=[C:16]([C:17]([OH:19])=[O:18])[C:22]([CH3:24])=[N:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 97734Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl esterHCID 146540Benzylhydrazine dihydrochloride

Product 1

HCID 5428003-Methyl-1-(phenylmethyl)-1H-pyrazole-4-carboxylic acidYield 27.8%

Procedure

By the reaction and treatment in the same manner as in Starting Material Synthesis Example 1 using benzylhydrazine dihydrochloride (8.0 g) and ethyl 2-ethoxymethyleneacetoacetate (7.6 g), the residue was recrystallized from ethyl acetate to give 1-benzyl-3-methylpyrazole-4-carboxylic acid (2.45 g).

Workup

  1. customBy the reaction and treatment in the same manner as
  2. customthe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-625383f8b19e4c3999f3c5c5078b4933
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

Loading…