2-METHYLAMINOPYRIDINE DIHYDROCHLORIDE synthesis

Yield:84359-11-5 2.99 g

Reaction Conditions:

with acetic acid;zinc at 40; for 48 h;

Steps:

2 Synthesis of 2-pyridinealdoxime (II)

The crude 2-pyridinealdoxime (II) was dissolved in 30 ml of 80% acetic acid, next 6 g of metallic Zn was added and the whole was stirred at ～40 °C for 48 h under reflux. Next the insoluble residue was filtered away and the solution was alkalized to pH ～14 using NaOH, then the amine was extracted using CHCl₃ (POCH).
Next the amine was extracted using the concentrated hydrochloric acid (36%, POCH).
The solution was evaporated under the reduced pressure and the solid residue (crude 2-(aminomethyl)-pyridine hydrochloride) was recrystalised four times from hot ethanol.
The yellow white 2-(aminomethyl)-pyridine hydrochloride powder was obtained with the yield 2.99 g, 73%. ¹H NMR (D₂O, 300 MHz) δ (ppm): 8.65 (6), 8.15 (α), 7.71 (3), 7.66 (4), 4.42 (5). C₆H₁₂N₂ calc.: C 39.78, H 5.52, N 15.47; found: C 39.1, H 5.2, N 15.7.

References:

Janicki, Rafa? [Journal of Molecular Structure,2013,vol. 1036,p. 35 - 41]