Sodium Chloride → HCID 89880114, compound

HRID 2201375Notes

Reaction equation

HRID 2201375 reaction equation
[H-].[Na+].Cl[C:4]1[C:9]([C:10]#[N:11])=[CH:8][N:7]=[CH:6][CH:5]=1.[CH2:12]([SH:14])[CH3:13].[Cl-].[Na+]>C1COCC1>[CH2:12]([S:14][C:4]1[C:9]([C:10]#[N:11])=[CH:8][N:7]=[CH:6][CH:5]=1)[CH3:13]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 6343EthanethiolHCID 24758Sodium hydrideHCID 134111124-Chloro-nicotinonitrile

Product 1

HCID 89880114HCID 89880114, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.72 g of sodium hydride (60% oil-based) was added to a mixture of 5.0 g of 4-chloronicotinonitrile, 3 ml of ethanethiol and 36 ml of THF under ice cooling, then the mixture was stirred at room temperature for 2 hours. A saturated aqueous sodium chloride solution was poured to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 5.72 g of 4-ethylsulfanylnicotinonitrile. 4-ethylsulfanylnicotinonitrile

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-94ef6118ccd1409088741cbc6f856bf9
Source dataset
uspto-grants-2016_06
Patent number
US09364000B2

Reaction notes

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