Nitric Acid → HCID 13557126, compound

HRID 569710Notes

Reaction equation

HRID 569710 reaction equation
C(OC(=O)C)(=O)C.[N+:8]([O-:11])(O)=[O:9].[Cl:12][CH2:13][C:14]([NH:16][C:17]1[N:21]([C:22]2[C:27]([Cl:28])=[CH:26][C:25]([C:29]([F:32])([F:31])[F:30])=[CH:24][C:23]=2[Cl:33])[N:20]=[CH:19][CH:18]=1)=[O:15]>C(O)(=O)C>[Cl:12][CH2:13][C:14]([NH:16][C:17]1[N:21]([C:22]2[C:27]([Cl:28])=[CH:26][C:25]([C:29]([F:31])([F:32])[F:30])=[CH:24][C:23]=2[Cl:33])[N:20]=[CH:19][C:18]=1[N+:8]([O-:11])=[O:9])=[O:15]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 13557146HCID 13557146, compound

Product 1

HCID 13557126HCID 13557126, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.03 ml (0.011 mol) of acetic anhydride and 0.56 ml (0.013 mol) of 98 percent strength nitric acid are added successively to 4.2 g (0.011 mol) of 5-chloroacetamido-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-pyrazole in 20 ml of glacial acetic acid at 15° C. After stirring for 6 hours, the mixture is concentrated in vacuo, the residue is taken up in 100 ml of dichloromethane and washed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution. The organic phase is dried over magnesium sulphate and freed of solvent in vacuo. 4.1 g (89% of theory) of 5-chloroacetamido-4-nitro-1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazole of melting point 130° C.-133° C. are obtained.

Workup

  1. concentrationthe mixture is concentrated in vacuo
  2. washwashed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution
  3. dry with materialThe organic phase is dried over magnesium sulphate

Sources & evidence

ORD record
ord-846b41cc643f447cb9841d3915412f96
Source dataset
uspto-grants-1988_03
Patent number
US04734125

Reaction notes

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