Potassium Carbonate → HCID 54334392, compound

HRID 363478Notes

Reaction equation

HRID 363478 reaction equation
[F:1][C:2]([F:27])([F:26])[C:3]1([C:22]([F:25])([F:24])[F:23])[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[C:6]2[CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=[CH:18][C:5]=2[O:4]1.ClC1C=CC=C(C(OO)=[O:36])C=1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[F:27][C:2]([F:1])([F:26])[C:3]1([C:22]([F:24])([F:25])[F:23])[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N+:10]=2[O-:36])[C:6]2[CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=[CH:18][C:5]=2[O:4]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 21831312HCID 21831312, compound

Product 1

HCID 54334392HCID 54334392, compoundYield 67.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 4 ml of methylene chloride was dissolved 200 mg of 2,2-bistrifluoromethyl-6-nitro-4-(2-pyridyl)-2H-1-benzopyran and 210 mg of m-chloroperbenzoic acid (67%) was added thereto with stirring under ice-cooling. The mixture was stirred at room temperature for 14 hours. Potassium carbonate solution was added thereto and the mixture was extracted with methylene chloride. The organic layer was washed with water and dried. The solvent was distilled off and the resultant residue was purified using silica gel column chromatography (developing solution, MeOH:CH2Cl2 =1:99) to obtain 140 mg of 2-(2,2-bistrifluoromethyl-6-nitro-2H-1-benzopyran-4-yl)pyridine N-oxide represented by the following formula having a melting point of 208°-210° C.

Workup

  1. additionwas added
  2. temperaturecooling
  3. stirringThe mixture was stirred at room temperature for 14 hours
  4. extractionthe mixture was extracted with methylene chloride
  5. washThe organic layer was washed with water
  6. customdried
  7. distillationThe solvent was distilled off
  8. customthe resultant residue was purified

Sources & evidence

ORD record
ord-74c72760967544b68e9cf60c471014d6
Source dataset
uspto-grants-1999_02
Patent number
US05874446

Reaction notes

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