Sodium Cyanide → HCID 19784595, compound

HRID 1578996Notes

Reaction equation

HRID 1578996 reaction equation
[Cl-].[CH3:2][N:3]([S+:5]([N:9]([CH3:11])[CH3:10])[N:6]([CH3:8])[CH3:7])[CH3:4].[C-]#N.[Na+]>CO>[C-:2]#[N:3].[CH3:2][N:3]([S+:5]([N:9]([CH3:11])[CH3:10])[N:6]([CH3:8])[CH3:7])[CH3:4]

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 86733077HCID 86733077, compound

Product 1

HCID 19784595HCID 19784595, compoundYield 185.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 60.6 g (0.3 mole) of tris(dimethylamino)sulfonium chloride in 250 ml methanol was mixed with a solution of 14.7 g (0.3 mole) of sodium cyanide in 100 ml methanol, and the sodium chloride that precipitated was filtered off. The filtrate was evaporated to dryness under reduced pressure, and the residue was recrystallized from acetonitrile-ether to give 53.0 g (93%) of tris(dimethylamino)sulfonium cyanide as colorless crystals: mp 214°-216°.

Workup

  1. customthe sodium chloride that precipitated
  2. filtrationwas filtered off
  3. customThe filtrate was evaporated to dryness under reduced pressure
  4. customthe residue was recrystallized from acetonitrile-ether

Sources & evidence

ORD record
ord-5a9b43f3392f4f0194fd159e72f61720
Source dataset
uspto-grants-1976_02
Patent number
US03940402

Reaction notes

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