Trimethylsilyl cyanide → HCID 13370924, compound

HRID 2412394Notes

Reaction equation

HRID 2412394 reaction equation
[Cl:1][C:2]1[C:3]([S:8]Cl)=[N:4][CH:5]=[CH:6][N:7]=1.C[Si]([C:14]#[N:15])(C)C>C(#N)C>[Cl:1][C:2]1[C:3]([S:8][C:14]#[N:15])=[N:4][CH:5]=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 82115Trimethylsilyl cyanideHCID 20432585HCID 20432585, compound

Product 1

HCID 13370924HCID 13370924, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

1.81 grams (0.01 mole) of 3-chloro-2-pyrazinesulfenyl chloride was dissolved in acetonitrile with stirring under nitrogen at 0° C. To the stirred solution, 0.99 gram (0.01 mole) of trimethylsilyl cyanide was added rapidly and the stirring continued for 18 hours. At the end of this period, the acetonitrile and residual trimethylsilyl cyanide were removed by blowing a stream of nitrogen over the reaction mixture and the desired product recovered as residue. The product was crystallized from ethanol to obtain a purified product, m.p. 70°-71° C., in an amount of 0.64 gram. The product had elemental analyses as follows.

Workup

  1. customAt the end of this period, the acetonitrile and residual trimethylsilyl cyanide were removed
  2. customthe desired product recovered as residue
  3. customThe product was crystallized from ethanol
  4. customto obtain a purified product, m.p. 70°-71° C.

Sources & evidence

ORD record
ord-7798867bc0964d2fba353c7c5fc49216
Source dataset
uspto-grants-1985_01
Patent number
US04492700

Reaction notes

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