Hydrochloric Acid → 4-Nitro-1-phenyl-1H-pyrazole-3-carboxylic acid

HRID 2368243Notes

Reaction equation

HRID 2368243 reaction equation
C([O:3][C:4]([C:6]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][N:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:7]=1)=[O:5])C.[OH-].[Na+].Cl.O>C(O)C>[N+:11]([C:10]1[C:6]([C:4]([OH:5])=[O:3])=[N:7][N:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:9]=1)([O-:13])=[O:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 70117610ethyl 4-nitro-1-phenyl-1H-pyrazole-3-carboxylate

Product 1

HCID 230849354-Nitro-1-phenyl-1H-pyrazole-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred suspension of 4-nitro-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester (240 mg, 0.92 mmol) at rt in ethanol (3 ml) under an argon atmosphere was added 1 N NaOH (1.8 ml). The mixture was stirred for 2 hrs. 3 N HCl was added until pH˜2 was reached. Upon addition of H2O (˜2 ml), the product precipitated out. It was collected by filtration, washed with H2O and dried. Off-white solid (184 mg, 86%).

Workup

  1. customthe product precipitated out
  2. filtrationIt was collected by filtration
  3. washwashed with H2O
  4. customdried

Sources & evidence

ORD record
ord-fe57542f218042a18d92b988f02729b1
Source dataset
uspto-grants-2014_04
Patent number
US08703768B2

Reaction notes

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