Dimethylformamide → HCID 18977710, compound

HRID 1879636Notes

Reaction equation

HRID 1879636 reaction equation
[CH3:1][CH:2]([SH:4])[CH3:3].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[C:19](F)[CH:18]=1>O>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[C:19]([S:4][CH:2]([CH3:3])[CH3:1])[CH:18]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 63642-PropanethiolHCID 11430Potassium CarbonateHCID 696914-Chloro-2-fluoro-1-nitrobenzene

Product 1

HCID 18977710HCID 18977710, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of propane-2-thiol (1.5 mL), potassium carbonate (3 g) and N,N-dimethylformamide (20 mL), 4-chloro-2-fluoronitrobenzene (2.5 g) was added and stirred at room temperature for 5 hours. After addition of water, the reaction mixture was extracted with ethyl acetate, and the extract was washed with water and saturated aqueous sodium chloride. After drying over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure to give 4-chloro-2-isopropylsulfanyl-1-nitrobenzene (3.30 g) as a yellow oil.

Workup

  1. additionwas added
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. washthe extract was washed with water and saturated aqueous sodium chloride
  4. dry with materialAfter drying over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-bf110fddd55144a48935153edf99e0bb
Source dataset
uspto-grants-2012_11
Patent number
US08318702B2

Reaction notes

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