Dimethylformamide → HCID 66642914, compound

HRID 869229Notes

Reaction equation

HRID 869229 reaction equation
[CH3:1][CH:2]([SH:4])[CH3:3].C(=O)([O-])[O-].[K+].[K+].CN(C=O)C.F[C:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:18]=1[N+:24]([O-:26])=[O:25]>O>[CH:2]([S:4][C:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:18]=1[N+:24]([O-:26])=[O:25])([CH3:3])[CH3:1]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 63642-PropanethiolHCID 11430Potassium CarbonateHCID 1362874-Fluoro-3-nitrotoluene

Product 1

HCID 66642914HCID 66642914, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of propane-2-thiol (3.30 mL), potassium carbonate (6.60 g) and DMF (40 mL), 1-fluoro-4-methyl-2-nitrobenzene (4.85 g) was added and stirred at room temperature for 5 hours. After addition of water, the reaction liquid 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 1-(isopropylsulfanyl)-4-methyl-2-nitrobenzene (6.60 g) as a yellow oil.

Workup

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

Sources & evidence

ORD record
ord-75909832dab64de8a8716dad335afa2a
Source dataset
uspto-grants-2015_03
Patent number
US08969336B2

Reaction notes

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