Chlorodifluoromethane → HCID 14878232, compound

HRID 373134Notes

Reaction equation

HRID 373134 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([S-:10])=[N:2]1.[K+].[OH-].[K+].Cl[CH:15]([F:17])[F:16]>O1CCOCC1.O>[F:16][CH:15]([F:17])[S:10][C:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[S:1][N:2]=1

Participants

6

Reactant 3

HCID 6372ChlorodifluoromethaneHCID 14797Potassium HydroxideHCID 23709169HCID 23709169, compound

Product 1

HCID 14878232HCID 14878232, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

4.1 g (0.02 mol) Potassium 1,2-benzoisothiazole-3-thiolate was suspended in 25 ml dioxane and treated with a solution of 5.6 g (0.10 mol) potassium hydroxide in 9 ml water. At a temperature of 60°-70° C., a slow stream of chlorodifluoromethane was passed through over 30 minutes. The mixture was added to 500 ml ice/water and extracted several times with ethyl acetate. The organic phase was dried over magnesium sulphate, filtered and concentrated. The residual oil was purified by silica gel column chromatography (eluent: hexane/diethyl ether 9:1).

Workup

  1. customAt a temperature of 60°-70° C.
  2. customwas passed through over 30 minutes
  3. extractionextracted several times with ethyl acetate
  4. dry with materialThe organic phase was dried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residual oil was purified by silica gel column chromatography (eluent: hexane/diethyl ether 9:1)

Sources & evidence

ORD record
ord-8c4060aa800e4b2fa4b20791f5fff90d
Source dataset
uspto-grants-1992_11
Patent number
US05162351

Reaction notes

Loading…