Nitric Acid → HCID 19080772, compound

HRID 963144Notes

Reaction equation

HRID 963144 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH2:5]([N:7]1[C:11]([CH3:12])=[CH:10][C:9]([C:13]([F:16])([F:15])[F:14])=[N:8]1)[CH3:6]>S(=O)(=O)(O)O>[CH2:5]([N:7]1[C:11]([CH3:12])=[C:10]([N+:1]([O-:4])=[O:2])[C:9]([C:13]([F:15])([F:14])[F:16])=[N:8]1)[CH3:6]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 147706511-Ethyl-5-methyl-3-(trifluoromethyl)-1H-pyrazole

Product 1

HCID 19080772HCID 19080772, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

A mixture of 30 mL of concentrated sulfuric acid and 30 mL of concentrated nitric acid was added slowly with stirring at 0° C. to a solution of 18.9 g (106 mmol) of 1-ethyl-5-methyl-3-(trifluoromethyl)pyrazole in 70 mL of concentrated sulfuric acid. When the addition was complete, the mixture was allowed to warm to ambient temperature and stir for 72 hours. It was then poured slowly onto 500 g of ice. The resultant mixture was extracted twice with 100 mL portions of dichloromethane. The combined extracts were dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain 20.4 g (86 percent of theory) of the title compound as a yellow oil.

Workup

  1. additionwas added slowly
  2. additionWhen the addition
  3. extractionThe resultant mixture was extracted twice with 100 mL portions of dichloromethane
  4. dry with materialThe combined extracts were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-e5023ec304594bcd8317f30625669d97
Source dataset
uspto-grants-1998_06
Patent number
US05763359

Reaction notes

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