Nitric Acid → 1,3,5-Trimethyl-4-nitro-1H-pyrazole

HRID 1756912

Reaction equation

HRID 1756912 reaction equation
N1C=C[CH:3]=N1.[N:6]1[CH:11]=CC=[CH:8][C:7]=1[CH2:12][C:13]1[NH:17]N=NN=1.[N+:18]([O-:21])(O)=[O:19]>S(=O)(=O)(O)O>[N+:18]([C:12]1[C:13]([CH3:3])=[N:17][N:6]([CH3:11])[C:7]=1[CH3:8])([O-:21])=[O:19]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1048PyrazoleHCID 178420215HCID 178420215, compound

Product 1

HCID 1210191,3,5-Trimethyl-4-nitro-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

The pyrazole from (a) above (3.1 g; 0.028, moles) was dissolved in cold sulfuric acid (15 mL), cooled to 0° C., and then treated with fuming nitric acid (12 mL). The acidic solution was heated on a steam bath for 2 hours, cooled to room temperature, and poured over ice. The solution was made basic (pH=12) and the precipitate was collected by filtration and washed with water. Yield: 2.3 g (53%), white solid.

Workup

  1. temperatureThe acidic solution was heated on a steam bath for 2 hours
  2. temperaturecooled to room temperature
  3. additionpoured over ice
  4. filtrationthe precipitate was collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-ee2a840ed95c4d11bbc058a0d206d5f5
Source dataset
uspto-grants-1995_08
Patent number
US05441975

Linked notes

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