Chlorodifluoromethane → HCID 18914390, compound

HRID 1292159Notes

Reaction equation

HRID 1292159 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[C:6]([Cl:14])[C:5]=1[N:15]1[CH:19]=[N:18][C:17]([SH:20])=[N:16]1.O1CCOCC1.Cl[CH:28]([F:30])[F:29]>C(OCC)(=O)C.O>[Cl:14][C:6]1[CH:7]=[C:8]([C:10]([F:11])([F:13])[F:12])[CH:9]=[C:4]([Cl:3])[C:5]=1[N:15]1[CH:19]=[N:18][C:17]([S:20][CH:28]([F:30])[F:29])=[N:16]1

Participants

7

Reactant 4

HCID 6372ChlorodifluoromethaneHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 178506196HCID 178506196, compound

Product 1

HCID 18914390HCID 18914390, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

Sodium hydroxide (3.3 g) was added to a mixture of 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-mercapto-1,2,4-triazole (0.32 g, 1 mmol), 1,4-dioxane (13 ml) and water (13 ml) at one time with blowing thereinto chlorodifluoromethane gas. The temperature rose to 60°-70° C. After the rise of temperature stopped, the mixture was cooled to room temperature and poured into water. Ethyl acetate was added and the organic layer was separated and washed with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was subjected to silica gel chromatography to give 0.29 g of 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-difluoromethylsulfenyl-1,2,4-triazole.

Workup

  1. customrose to 60°-70° C
  2. customthe organic layer was separated
  3. washwashed with saturated aqueous sodium chloride solution
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c5d97a6183ea486c8b3b8cfc6fdba6b5
Source dataset
uspto-grants-1998_05
Patent number
US05756522

Reaction notes

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