Hydroxyamine hydrochloride → HCID 178426671, compound

Participants

Reaction Steps

To a solution of crude 2-hydroxymethyl-6-methyl-isonicotinonitrile (544 mg, 2.38 mmol) in methanol (50 mL), potassium tert.-butylate (933 mg, 8.31 mmol) and hydroxylamine hydrochloride (495 mg, 7.13 mmol) is added. The solution is refluxed for 2 h. The resulting suspension is cooled to rt and filtered. The solvent filtrate is evaporated and the remaining residue is suspended in water, filtered off, washed with additional water and dried under HV to give N-hydroxy-2-hydroxymethyl-6-methyl-isonicotinamidine (235 mg) as a beige powder; LC-MS: tR=0.17 min, [M+1]+=182.01; 1H NMR (D6-DMSO): δ 2.45 (s, 3H), 4.52 (d, J=5.8 Hz, 2H), 5.37 (t, J=5.8 Hz, 1H), 5.90 (s, 2H), 7.36 (s, 1H), 7.56 (s, 1H), 9.92 (s, 1H).

Provenance & Evidence