Toluene → HCID 10847849, compound

Participants

Reaction Steps

Grams 21 3-benzyl-2-hydroxy-3H-imidazo[4,5-b]pyridine in 330 ml phosphoryl chloride are refluxed until complete dissolution then gaseous hydrogen chloride is bubbled therein for 3 and a half hours. It is then cooled to room temperature and the undissolved product filtered and washed with toluene; the solution is evaporated in vacuo to a small volume and cautiously poured into ice. The solution is then filtered on charcoal and the filtrate adjusted to pH 7.5 by adding 30% ammonium hydroxyde. The undissolved product is separated by filtration, washed with water ed evaporated in vacuo to dryness, the product thus obtained suspended in 150 ml boiling toluene and the undissolved product filtered off. From the toluene solution are obtained by crystallization 5 g 3-benzyl-2-chloro-3H-imidazo[4,5-b]pyridine melting at 74°-76° C.

Provenance & Evidence