Chlorotrifluoroethylene → HCID 13729457, compound

HRID 375786Notes

Reaction equation

HRID 375786 reaction equation
[OH-].[K+].[OH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH2:13])(=[O:12])=[O:11].[Cl:14][C:15]([F:19])=[C:16]([F:18])[F:17]>CC(C)=O>[Cl:14][CH:15]([F:19])[C:16]([F:18])([F:17])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH2:13])(=[O:11])=[O:12]

Participants

5

Reactant 3

HCID 6594ChlorotrifluoroethyleneHCID 14797Potassium HydroxideHCID 6375462-Hydroxybenzene-1-sulfonamide

Product 1

HCID 13729457HCID 13729457, compoundYield 60.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
30 °C

Procedure

At 25 bis 30° C. and while stirring, 5.9 g (0.093 mol) of 88% strength potassium hydroxide powder was added over a period of 5 minutes to a solution of 28.4 g (0.164 Mol) of 2-hydroxybenzenesulfonamide in 200 ml of acetone. At 40° to 50° C. and while stirring, 29.6 g (0.254 mol) of chlorotrifluoroethylene was gassed in over a period of 12 hours. The precipitate was filtered off under such and washed with acetone. The filtrate was evaporated down under reduced pressure, stirred into 700 ml of water, suction filtered, washed and dried. There was obtained 28.8 g (60.7%) of the title compound of m.p. 113° to 116° C.

Workup

  1. stirringAt 40° to 50° C. and while stirring
  2. customwas gassed in over a period of 12 hours
  3. filtrationThe precipitate was filtered off under such and
  4. washwashed with acetone
  5. customThe filtrate was evaporated down under reduced pressure
  6. stirringstirred into 700 ml of water, suction
  7. filtrationfiltered
  8. washwashed
  9. customdried

Sources & evidence

ORD record
ord-ab58c36359f744d482c8691be7927a76
Source dataset
uspto-grants-1996_01
Patent number
US05488029

Reaction notes

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