Nitric Acid → HCID 13913443, compound

HRID 1165383Notes

Reaction equation

HRID 1165383 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[C:9]([F:18])[C:8]=2[Cl:19])[N:5]=[CH:4][CH:3]=1.[N+:20]([O-])([OH:22])=[O:21].NC(N)=O>O>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:15])[F:16])=[C:9]([F:18])[C:8]=2[Cl:19])[N:5]=[CH:4][C:3]=1[N+:20]([O-:22])=[O:21]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1176UreaHCID 139134255-Amino-1-(2,6-dichloro-3-fluoro-4-trifluoromethylphenyl)-pyrazole

Product 1

HCID 13913443HCID 13913443, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g (0.032 mol) of 5-amino-1-(2,6-dichloro-3-fluoro-4-trifluoromethylphenyl)-pyrazole are introduced in portions into a boiling solution of 2.3 ml (0.034 mol) of 67% strength nitric acid and 0.1 g of urea in 30 ml of water. The suspension is allowed to cool, and the precipitate is filtered off and dried in vacuo at room temperature. The dry precipitate is introduced into 40 ml of 98% strength sulphuric acid at -5° C. , and the mixture is stirred for 12 hours at 0°-5° C. Thereafter, the reaction mixture is introduced into 350 ml of water, boiled up for a short time and allowed to cool to room temperature and the precipitate is filtered off. The precipitate is washed neutral with water and dried in vacuo at 40°-50° C. 7.0 g (61% of theory) of 5-amino-1-(2,6-dichloro-3-fluoro-4-trifluoromethylphenyl)-4-nitropyrazole of melting point 156° C. are obtained.

Workup

  1. temperatureto cool
  2. filtrationthe precipitate is filtered off
  3. customdried in vacuo at room temperature
  4. additionThe dry precipitate is introduced into 40 ml of 98% strength sulphuric acid at -5° C.
  5. additionThereafter, the reaction mixture is introduced into 350 ml of water
  6. filtrationthe precipitate is filtered off
  7. washThe precipitate is washed neutral with water
  8. customdried in vacuo at 40°-50° C

Sources & evidence

ORD record
ord-a0730df5992546e3b24d1603e127caaf
Source dataset
uspto-grants-1990_03
Patent number
US04909832

Reaction notes

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