2,6-Lutidine, 4-nitro-, 1-oxide → 4-Amino-2,6-dimethylpyridine

Participants

Reaction Conditions

Reaction Steps

2,6-Dimethyl-4-nitro-pyridine 1-oxide (9.62 g, 57 mmol) is dissolved in AcOH (300 mL) and Fe (powder, 29 g) is added. The mixture is stirred for 1 h at 100° C. The mixture is cooled to r.t. and filtered. The filtercake is thoroughly washed with AcOH and then discarded. The filtrate is evaporated, diluted with water (100 mL), basified with NaOH (1 M, 100 mL), filtered from the formed precipitate and the filtrate is extracted with CHCl3 (10×50 mL). The combined organic extracts are dried (Na2SO4), filtered and evaporated. The residue is crystallized from heptane-CHCl3 to provide the title compound.

Provenance & Evidence