Potassium Cyanide → HCID 178426707, compound

HRID 1184887Notes

Reaction equation

HRID 1184887 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1/[N:11]=[C:12](\Cl)/[C:13]1[S:21][C:16]2=[N:17][CH:18]=[CH:19][N:20]=[C:15]2[CH:14]=1.[C-:23]#[N:24].[K+]>C1COCC1.O.C(#N)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1/[N:11]=[C:12](\[C:23]#[N:24])/[C:13]1[S:21][C:16]2=[N:17][CH:18]=[CH:19][N:20]=[C:15]2[CH:14]=1

Participants

6

Reactant 2

HCID 9032Potassium CyanideHCID 178426706HCID 178426706, compound

Product 1

HCID 178426707HCID 178426707, compoundYield 63.8%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (Z)—N-(2-methyl-5-nitrophenyl)thieno[2,3-b]pyrazine-6-carbimidoyl chloride 76 (100 mg, 0.301 mmol) in THF (15 mL), water (0.5 mL) and acetonitrile (15 mL) was added potassium cyanide (98 mg, 1.503 mmol). The reaction was stirred at rt for 6 h. Quenched in NaHCO3 solution and resulting precipitate was collected to give crude (E)-N-(2-methyl-5-nitrophenyl)thieno[2,3-b]pyrazine-6-carbimidoyl cyanide 77 (62 mg, 63.8%) which was used without further purification. (m/z)=324 (M+H)+.

Workup

  1. customQuenched in NaHCO3 solution
  2. customresulting precipitate
  3. customwas collected

Sources & evidence

ORD record
ord-37bee6f3029a4eecbec8380fd1bfef92
Source dataset
uspto-grants-2014_03
Patent number
US08669256B2

Reaction notes

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