Nitric Acid → 4-nitro-1-phenyl-1H-pyrazole

HRID 1665691Notes

Reaction equation

HRID 1665691 reaction equation
[C:1]1([N:7]2[CH:11]=[CH:10][CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OC(=O)C)(=O)C.[N+:19]([O-])([OH:21])=[O:20]>>[N+:19]([C:10]1[CH:9]=[N:8][N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:11]=1)([O-:21])=[O:20]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 707691-Phenylpyrazole

Product 1

HCID 27558944-nitro-1-phenyl-1H-pyrazoleYield 36.58%

Procedure

1-Phenyl-1H-pyrazole (500 mg, 3.4 mmol) was added to a cold mixture (−10° C.) of acetic anhydride (2.6 mL) and conc. HNO3 (0.3 mL) and stirring was continued at ambient temperature for 4 hrs. The reaction mixture quenched with cold water and filtered. Isolation of the filter cake afforded 240 mg (36.58% Yield) of 4-nitro-1-phenyl-1H-pyrazole.

Workup

  1. customThe reaction mixture quenched with cold water
  2. filtrationfiltered

Sources & evidence

ORD record
ord-93c4947315f949258e7e822f7570e730
Source dataset
uspto-grants-2011_10
Patent number
US08039463B2

Reaction notes

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