Potassium Carbonate → HCID 10561543, compound

HRID 1944380Notes

Reaction equation

HRID 1944380 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1>CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:16]2[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 677894-FluorothiophenolHCID 707414-Bromobenzaldehyde

Product 1

HCID 10561543HCID 10561543, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-fluorobenzenethiol (1.0 g), potassium carbonate (2.4 g) and N,N-dimethylformamide (25 mL) was treated with 4-bromobenzaldehyde (0.73 g), and the resulting mixture was stirred at room temperature for 16 hours. The mixture was filtered and the filtrated concentrated under reduced pressure. The residue was purified by crystallisation from a mixture of diethyl ether and cyclohexane to afford the title compound as a white solid (0.89 g).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrated concentrated under reduced pressure
  3. customThe residue was purified by crystallisation from a mixture of diethyl ether and cyclohexane

Sources & evidence

ORD record
ord-44900a8266634a5eb9cd38f684001265
Source dataset
uspto-grants-2013_03
Patent number
US08394836B2

Reaction notes

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