Pyridinium chloride → HCID 22139449, compound

Participants

Reaction Conditions

Reaction Steps

(4-Benzyloxy-9H-thioxanthen-1-yl)-(4-methoxy-benzyl)-amine (14.51 g, 33.00 mmol) was mixed thoroughly with solid pyridine hydrochloride (190 g, 165.00 mmol) before being heated to 150° C. and stirred at this temperature for a further 12 hours. Upon completion the reaction was cooled slightly before being poured into an beaker of ice/water. The brown precipitate was removed by filtration and the filtrate adjusted to pH 11 with NH3OH solution before being extracted with CH2Cl2 (3×100 ml). The combined organic phases were then washed with water (1×100 ml) and brine (1×100 ml) then dried using MgSO4, filtered and concentrated in vacuo to give the title compound as a thick brown oil (7.50 g, 99.1%) m/z (LC-MS, ESP): 229 [M+H]+, R/T=4.15 mins.

Provenance & Evidence