Acetic Acid → 4,6-Dichloro-2-(methylthio)-5-pyrimidinecarbaldehyde oxime

Participants

Reaction Conditions

Reaction Steps

To the mixture of hydroxylamine hydrochloride (139 mg, 2.0 mmol), HOAc (0.113 mL, 2.0 mmol) and EtOH (5 mL) was added 4,6-dichloro-2-(methylthio)-5-pyrimidinecarbaldehyde (223 mg, 1.0 mol) to room temperature. The solution was then heated at 50° C. for about 1 hour, 60° C. for about 30 minutes and 70° C. for about 30 minutes before it was concentrated under vacuum and washed with H2O (10-20 mL) to afford 4,6-dichloro-2-(methylthio)-5-pyrimidinecarbaldehyde oxime (190 mg, 80%). LC-MS m/z 238 (M+H) 1.57 minute, 1.65 minute; 1H-NMR (CDCl3) δ 2.62, 2.65 (3H), 7.53, 8.30 (1H).

Provenance & Evidence