Hydrochloric Acid → 5-Amino-1-(2,3,5,6-tetrafluoro-4-trifluoromethylphenyl)-4-nitropyrazole

HRID 2232179Notes

Reaction equation

HRID 2232179 reaction equation
C([NH:4][C:5]1[N:9]([C:10]2[C:15]([F:16])=[C:14]([F:17])[C:13]([C:18]([F:21])([F:20])[F:19])=[C:12]([F:22])[C:11]=2[F:23])[N:8]=[CH:7][C:6]=1[N+:24]([O-:26])=[O:25])(=O)C.Cl.C(O)C.[OH-].[Na+]>O>[NH2:4][C:5]1[N:9]([C:10]2[C:15]([F:16])=[C:14]([F:17])[C:13]([C:18]([F:20])([F:21])[F:19])=[C:12]([F:22])[C:11]=2[F:23])[N:8]=[CH:7][C:6]=1[N+:24]([O-:26])=[O:25]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702Ethanol2×HCID 14798Sodium HydroxideHCID 139337121-(2,3,5,6-Tetrafluoro-4-trifluoromethyl phenyl)-5-methylcarbonylamino-4-nitropyrazole

Product 1

HCID 139337135-Amino-1-(2,3,5,6-tetrafluoro-4-trifluoromethylphenyl)-4-nitropyrazoleYield 91.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

19.3 g (0.05 mol) of 5-acetamido-4-nitro-1-(2,3,5,6-tetrafluoro-4-trifluoromethyl-phenyl)-pyrazole are heated under reflux in a mixture of 40 ml of 37 percent strength hydrochloric acid and 70 ml of ethanol for 7 hours. The reaction mixture is freed from the ethanol in vacuo. 35 ml of water are added to the residue and the mixture is neutralized with dilute sodium hydroxide solution. The precipitate is filtered off with suction, washed with water and dried in vacuo. 15.7 g (91.4% of theory) of 5-amino-4-nitro-1-(2,3,5,6-tetrafluoro-4-trifluoromethyl-phenyl)-pyrazole of melting point 123° C.-126° C. are obtained.

Workup

  1. filtrationThe precipitate is filtered off with suction
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-24b7690c4d3a421da3e961e4dcf7f517
Source dataset
uspto-grants-1988_11
Patent number
US04787930

Reaction notes

Loading…