Propyl mercaptan → HCID 66917222, compound

HRID 1477114Notes

Reaction equation

HRID 1477114 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([SH:10])[CH2:8][CH3:9].CN1CCCC1=O.F[C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=1[N+:26]([O-:28])=[O:27]>O>[F:25][C:22]1[CH:23]=[CH:24][C:19]([S:10][CH2:7][CH2:8][CH3:9])=[C:20]([N+:26]([O-:28])=[O:27])[CH:21]=1

Participants

6

Reactant 4

HCID 7848Propyl mercaptanHCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 677672,5-Difluoronitrobenzene

Product 1

HCID 66917222HCID 66917222, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

Potassium carbonate (5.0 g, 36.2 mmol) and 1-propanethiol (2.7 g, 35.5 mmol) were added to a N-methylpyrolidone (NMP) solution (15 ml) of 2,5-difluoronitrobenzene (5.0 g, 31.4 mmol), and the mixture obtained was stirred at 90° C. for 2 hours. After the reaction mixture was cooled to room temperature, water (50 ml) was added, and the reaction product was extracted with ethyl acetate (100 ml). The organic layer was washed with water, and then dried over anhydrous magnesium sulfate. The resulting dry product was concentrated under reduced pressure to thereby obtain 6.7 g of powdery yellow 4-fluoro-2-nitro-1-propylsulfanylbenzene (yield: 99%).

Workup

  1. customthe mixture obtained
  2. temperatureAfter the reaction mixture was cooled to room temperature
  3. extractionthe reaction product was extracted with ethyl acetate (100 ml)
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationThe resulting dry product was concentrated under reduced pressure

Sources & evidence

ORD record
ord-13ec488bf2964952b0d5a62dc000eb0d
Source dataset
uspto-grants-2016_08
Patent number
US09403773B2

Reaction notes

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