Methyl N-(triethylammoniosulfonyl)carbamate → 2-(4-Bromo-2-methoxyphenyl)-5-methyl-1,3,4-oxadiazole

Participants

Reaction Conditions

Reaction Steps

N′-Acetyl-4-bromo-2-methoxybenzohydrazide (720 mg, 2.51 mmol) and Burgess' Reagent (896 mg, 3.76 mmol) were dissolved in 10 ml of THF and stirred in the microwave at 120° C. for 30 minutes. The reaction was diluted with brine and extracted three times with EtOAc. Organics were combined, dried over sodium sulfate, and concentrated under reduced pressure to a yellow oil. Chromatography on silica gel (0-50% EtOAc/DCM) gave a yellow solid (465 mg, 1.73 mmol, 69%).

Provenance & Evidence