Water → HCID 22617150, compound

HRID 843370Notes

Reaction equation

HRID 843370 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].[Br:18][C:19]([F:27])([F:26])[C:20]([F:25])([F:24])[C:21]([NH2:23])=[O:22].C(=O)([O-])[O-].[K+].[K+].O>CC(C)=O>[Br:18][C:19]([F:27])([F:26])[C:20]([F:25])([F:24])[C:21]([NH:23][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16])=[O:22]

Participants

6

Reactant 4

HCID 962WaterHCID 98094-Chloro-3,5-dinitrobenzotrifluorideHCID 11430Potassium CarbonateHCID 22617152HCID 22617152, compound

Product 1

HCID 22617150HCID 22617150, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

First, 4.6 g (17 mmol) of 2-chloro-1,3-dinitro-5-trifluoromethylbenzene and 4.0 g (18 mmol) of 3-bromo-2,2,3,3-tetrafluoropropionamide were dissolved in 40 ml of acetone, to which 5.0 g (36 mmol) of potassium carbonate was added, and the mixture was heated under reflux for 4 hours. Water was poured into the reaction mixture, which was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 3-bromo-N-(2,6-dinitro-4-trifluoromethylphenyl)-2,2,3,3-tetrafluoropropionamide.

Workup

  1. additionwas added
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 4 hours
  4. extractionwas extracted with ethyl acetate
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9ddd6c171400486d8d194ae169ce9f14
Source dataset
uspto-grants-2002_04
Patent number
US06376710B2

Reaction notes

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