Ammonia → HCID 13729452, compound

HRID 1632633Notes

Reaction equation

HRID 1632633 reaction equation
O.[NH3:2].[F:3][C:4]([F:20])([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[S:16](Cl)(=[O:18])=[O:17])[C:5]([F:8])([F:7])[F:6]>C(Cl)Cl>[F:3][C:4]([F:20])([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[S:16]([NH2:2])(=[O:18])=[O:17])[C:5]([F:8])([F:7])[F:6]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 20268363HCID 20268363, compound

Product 1

HCID 13729452HCID 13729452, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a mixture of 250 ml of methylene chloride, 250 ml of water and 250 ml of 30% ammonia solution is slowly added a solution of the crude 2-pentafluoroethoxyphenylsulfonyl chloride obtained in Example 2a, in 50 ml of methylene chloride. After the exothermic reaction has subsided, the reaction mixture is refluxed for 2 hours. The organic phase is washed with water, dried over sodium sulfate, and evaporated to dryness. Recrystallisation from methanol yields 65 g of 2-pentafluoroethoxyphenylsulfonamide with a melting point of 145°-146° C.

Workup

  1. customAfter the exothermic reaction
  2. temperaturethe reaction mixture is refluxed for 2 hours
  3. washThe organic phase is washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness
  6. customRecrystallisation from methanol

Sources & evidence

ORD record
ord-3cffb97d92224409b7224c17bed96a91
Source dataset
uspto-grants-1984_10
Patent number
US04476321

Reaction notes

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