Sodium Cyanide → (Pyrimidin-2-yl)acetonitrile
Reaction equation
Cl[CH2:2][C:3]1[N:8]=[CH:7][CH:6]=[CH:5][N:4]=1.[C-:9]#[N:10].[Na+]>CS(C)=O>[N:4]1[CH:5]=[CH:6][CH:7]=[N:8][C:3]=1[CH2:2][C:9]#[N:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
A solution of 6.8 g. of 2-(chloromethyl)pyrimidine is added dropwise to a solution of 5.2 g. of sodium cyanide in 100 ml. of dimethylsulfoxide. The mixture is heated at 50°C. for 2 hours, then diluted with 150 ml. of 5% aqueous sodium carbonate solution and extracted with ether. The extract is dried and concentrated to give 2-(2-pyrimidyl)acetonitrile.
Workup
- additiondiluted with 150 ml
- extractionof 5% aqueous sodium carbonate solution and extracted with ether
- customThe extract is dried
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-cd9a14b64e914390bd3ff50fe5f15447
- Source dataset
- uspto-grants-1976_06
- Patent number
- US03966945
Reaction notes
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