Sodium → HCID 19843929, compound

HRID 2352153Notes

Reaction equation

HRID 2352153 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[Na]>CO>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[S:1][CH2:4][CH2:5][CH2:6][CH2:7][C:2]#[N:3]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 178418616HCID 178418616, compound

Product 1

HCID 19843929HCID 19843929, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10 g of 2-mercaptopyridine and 20 g of 6-bromo-valeronitrile are added successively to a solution of 2.26 g of sodium in 200 ml of methanol. After heating under reflux for 3 hours, the mixture is concentrated in vacuo. The residue is taken up with 200 ml of ether. The solution is washed with water and then dried and concentrated; this gives 15 g of the expected nitrile, which is characterized by an Rf of 0.39 in thin layer chromatography on silica (silica gel 60 F 54: Merck) with isopropyl ether as the eluent.

Workup

  1. temperatureAfter heating
  2. temperatureunder reflux for 3 hours
  3. concentrationthe mixture is concentrated in vacuo
  4. washThe solution is washed with water
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ad2a98293d9e4f1785c9a0dcda77e9fe
Source dataset
uspto-grants-1989_10
Patent number
US04876247

Reaction notes

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