Potassium Carbonate → HCID 53963767, compound

HRID 1262786Notes

Reaction equation

HRID 1262786 reaction equation
[F:1][C:2]1[CH:7]=[C:6](F)[CH:5]=[C:4]([CH3:9])[N:3]=1.[Cl:10][C:11]1[CH:16]=[C:15]([S:17][CH3:18])[C:14]([Cl:19])=[CH:13][C:12]=1[OH:20].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:1][C:2]1[CH:7]=[C:6]([O:20][C:12]2[CH:13]=[C:14]([Cl:19])[C:15]([S:17][CH3:18])=[CH:16][C:11]=2[Cl:10])[CH:5]=[C:4]([CH3:9])[N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 204558722,4-Difluoro-6-methylpyridineHCID 54506707HCID 54506707, compound

Product 1

HCID 53963767HCID 53963767, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Amounts of 12.9 gm (0.1 mol) of 2,4-difluoro-6-methylpyridine, 20.7 gm (0.1 mol) of 2,5-dichloro-4-methylmercaptophenol, and 13.8 gm (0.1 mol) of potassium carbonate in 100 ml of dimethylformamide were stirred for 10 hours at 100° C. The resulting solution was then poured onto 500 ml of ice water, and the precipitate formed was recovered by suction filtration and washed with water. It was then taken up in methylene chloride, and this solution was dried over sodium sulphate and evaporated down. The oil obtained was purified over a silica gel column (ethylene chloride as the eluant) and 16.3 gm (57% of theory) of the desired ether were obtained.

Workup

  1. customthe precipitate formed
  2. filtrationwas recovered by suction filtration
  3. washwashed with water
  4. dry with materialthis solution was dried over sodium sulphate
  5. customevaporated down
  6. customThe oil obtained
  7. customwas purified over a silica gel column (ethylene chloride as the eluant) and 16.3 gm (57% of theory) of the desired ether
  8. customwere obtained

Sources & evidence

ORD record
ord-ca585409c82f41a389797aa20e92f202
Source dataset
uspto-grants-1984_06
Patent number
US04453972

Reaction notes

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