Reaction #1687619

Reaction equation

3-Cyanopyridine

methyl iodide

methyl iodide

→

title compound

Yield 81.0%

3-Cyano-1-methylpyridinium Iodide

Yield 81.0%

Solvents

acetone

Conditions

Workup

1. 1
   FiltrationThe mixture was filtered
2. 2
   Washthe solid product was washed with acetone (100 ml)
3. 3
   OtherAfter drying

Procedure

3-Cyanopyridine (1) (104 g, 1 mol) and methyl iodide (150 g, 1.06 mol) in acetone (500 ml) was stirred for 5 hours at room temperature. Then more methyl iodide (20 g, 0.14 mol) was added, and the reaction mixture was stirred overnight at room temperature. The mixture was filtered and the solid product was washed with acetone (100 ml) and then thoroughly with ether. After drying, 199 g (0.81 mol, 81%) of the title compound were obtained, M.P. 145°-150° C.

Source