p-Chlorothiophenol → HCID 4307534, compound

HRID 1394409Notes

Reaction equation

HRID 1394409 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([SH:17])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C=O)C.CCOCC.O>[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([S:17][C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)=[CH:13][CH:12]=1

Participants

7

Reactant 3

HCID 7815p-ChlorothiophenolHCID 10340Sodium CarbonateHCID 680234-Fluorobenzaldehyde

Product 1

HCID 4307534HCID 4307534, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 4-fluoro-benzaldehyde (1 eq), 4-chloro-benzenethiol (1.0 eq) and sodium carbonate (1.5 eq) in DMF (0.16 M) was heated at 100° C. for 3 h then 18 h at rt. The mixture was diluted with ether and water, the organic phase washed with brine and the solvents evaporated. The residue was purified by stirring vigorously in hexane-ether followed by filtration to give the title compound as a white solid.

Workup

  1. custom18 h
  2. customat rt
  3. washthe organic phase washed with brine
  4. customthe solvents evaporated
  5. customThe residue was purified
  6. filtrationfollowed by filtration

Sources & evidence

ORD record
ord-683649f6f80549279563151f9b9a2d12
Source dataset
uspto-grants-2008_03
Patent number
US07348433B2

Reaction notes

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