Oxalyl chloride → 2-Azido-n-(chloromethyl)-acetamide

Participants

Reaction Steps

To 2-azido-N-(hydroxymethyl)-acetamide (650 mg, 5 mmol) at −10° C. oxalyl chloride (635 mg, 5 mmol) was added. After 10 min gas evolution had ceased. The mixture was diluted in CDCl3. NMR-Spectrum in CDCl3: 4.1 (s, 2H), 5.2 (d, 2H, J=10 Hz), 7.3 (broad signal, 1H) ppm. The NMR was consitent with 2-azido-N-(chloromethyl)-acetamide (yield 75%).

Provenance & Evidence