Ammonia → HCID 22916676, compound

Participants

Reaction Steps

To a solution of 0.5 g (3.24 mmol) of the 3-(hydroxymethyl)imidazo[5,1-b]thiazole prepared in Preparation 55 in 5 ml of pyridine was added 0.54 ml (4.22 mmol) of phenyl chlorocarbonate with ice-cooling, and the mixture was stirred at the temperature for 40 minutes and then at room temperature for 2.5 hours. To this solution was added with ice-cooling 20 ml of methanol saturated with ammonia, and the mixture was stirred at the temperature for 30 minutes and then at room temperature for 41 hours. The resulting mixture was concentrated under reduced pressure. The residue was purified by column chromatography using Sephadex LH 20, eluting with a 1:1 mixture of chloroform and methanol to give 0.4 g (yield 62.6%) of the title compound as light yellow crystals.

Provenance & Evidence