Potassium Cyanide → HCID 68955280, compound

HRID 1617149Notes

Reaction equation

HRID 1617149 reaction equation
[C-:1]#[N:2].[K+].Cl[CH2:5][C:6]1[CH:7]=[C:8]([CH:24]=[CH:25][CH:26]=1)[CH2:9][C:10]1[C:11]([NH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[N:12][C:13]([NH2:17])=[N:14][C:15]=1[CH3:16]>CS(C)=O.CN(C=O)C.C([O-])(O)=O.[Na+]>[NH2:17][C:13]1[N:14]=[C:15]([CH3:16])[C:10]([CH2:9][C:8]2[CH:7]=[C:6]([CH2:5][C:1]#[N:2])[CH:26]=[CH:25][CH:24]=2)=[C:11]([NH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[N:12]=1

Participants

6

Reactant 2

HCID 9032Potassium CyanideHCID 68749670HCID 68749670, compound

Product 1

HCID 68955280HCID 68955280, compoundYield 97.9%

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 6228DimethylformamideSolventHCID 516892Sodium BicarbonateSolvent

Procedure

Potassium cyanide (0.61 g) was added to a stirred solution of the product from step (v) (0.62 g) in DMSO (5 mL) and DMF (5 mL) and the mixture stirred at rt for 1 h. The reaction mixture was diluted with saturated aqueous NaHCO3 (10 mL) and the aqueous phase was extracted with EtOAc. The combined organic phase was washed with water, dried and evaporated under reduced pressure to give the subtitle compound as a yellow oil 0.59 g that was used without further purification.

Workup

  1. extractionthe aqueous phase was extracted with EtOAc
  2. washThe combined organic phase was washed with water
  3. customdried
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-12c36528c6494a56a1f82520857144d1
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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