Ammonium Hydroxide → 2,2,2-Trifluoroethane-1-sulfonamide

HRID 9253Notes

Reaction equation

HRID 9253 reaction equation
[C:1]([CH2:5][S:6](Cl)(=[O:8])=[O:7])([F:4])([F:3])[F:2].[NH4+:10].[OH-]>C(Cl)Cl.O>[C:1]([CH2:5][S:6]([NH2:10])(=[O:8])=[O:7])([F:4])([F:3])[F:2]

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 742422,2,2-Trifluoroethanesulfonyl chloride

Product 1

HCID 212655462,2,2-Trifluoroethane-1-sulfonamide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

The CF3CH2SO2NH2 was prepared by cooling a solution of commercially available CF3CH2SO2Cl (0.6 ml, 1 eq) in CH2Cl2 to 0° C. NH4OH (0.75 ml, 14.8 N, 2 eq) was then added dropwise. The mixture was allowed to warm to room temperature overnight. The reaction was diluted with water and extracted three times with CH2Cl2. The combined organic layers were dried with Na2SO4 and concentrated. The sulfonamide was used without further purification.

Workup

  1. extractionextracted three times with CH2Cl2
  2. dry with materialThe combined organic layers were dried with Na2SO4
  3. concentrationconcentrated
  4. customThe sulfonamide was used without further purification

Sources & evidence

ORD record
ord-e82600096dac46b5b34ea78698e65332
Source dataset
uspto-grants-2006_08
Patent number
US07091230B2

Reaction notes

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