Thionyl Chloride → 6-(Chloromethyl)-5-methyl-2-pyridinecarbonitrile
Reaction equation
O[CH2:2][C:3]1[N:8]=[C:7]([C:9]#[N:10])[CH:6]=[CH:5][C:4]=1[CH3:11].S(Cl)([Cl:14])=O>ClCCl>[Cl:14][CH2:2][C:3]1[N:8]=[C:7]([C:9]#[N:10])[CH:6]=[CH:5][C:4]=1[CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 6-(hydroxymethyl)-5-methyl-2-pyridinecarbonitrile (184 mg) and thionyl chloride (0.16 ml) in dichloromethane (3.5 ml) was stirred at ambient temperature for 7 hours. Solvent was removed in vacuo and toluene (2 ml) added then removed in vacuo to afford the title compound (205 mg, 99%) as a pale buff solid.
Workup
- customSolvent was removed in vacuo and toluene (2 ml)
- additionadded
- customthen removed in vacuo
Sources & evidence
- ORD record
- ord-ab1a1929872747a595afb436cc78c92e
- Source dataset
- uspto-grants-2010_07
- Patent number
- US07759369B2
Reaction notes
Loading…