methyl 4-nitro-1-phenyl-1H-pyrazole-3-carboxylate → 4-Nitro-1-phenyl-1H-pyrazole-3-carboxylic acid

HRID 902204Notes

Reaction equation

HRID 902204 reaction equation
[N+:1]([C:4]1[C:5]([C:15]([O:17]C)=[O:16])=[N:6][N:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:8]=1)([O-:3])=[O:2]>[OH-].[Na+].Cl>[N+:1]([C:4]1[C:5]([C:15]([OH:17])=[O:16])=[N:6][N:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:8]=1)([O-:3])=[O:2]

Participants

4

Reactant 1

HCID 23084897methyl 4-nitro-1-phenyl-1H-pyrazole-3-carboxylate

Product 1

HCID 230849354-Nitro-1-phenyl-1H-pyrazole-3-carboxylic acidYield 93.2%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl 4-nitro-1-phenyl-1H-pyrazole-3-carboxylate (1.14 g, 4.63 mmol) was suspended in 1N sodium hydroxide (11 mL), and the solution was stirred at room temperature for 2 hours under a nitrogen atmosphere. The precipitates formed upon addition of IN hydrochloric acid (12 mL) were collected by filtration, washed with water and dried to obtain the title compound (1.00 g, 93.2%).

Workup

  1. filtrationwere collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-bc30b223602748ea85491e4e7d58c027
Source dataset
uspto-grants-2008_04
Patent number
US07365079B2

Reaction notes

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