Phosphorus oxychloride → HCID 21882768, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 10.2 g of 5-(4-bromphenyl)-2-hydroxy-3-nitropyridine (starting material H4) and 40 ml of phosphorous oxychloride is heated under reflux to 120° C. for 3 hours. After cooling the mixture is carefully added to ice/water, then neutralized with sodium hydrogencarbonate and extracted three times with ethyl acetate. The combined organic phases are evaporated to dryness and the residue is chromatographed on a silica gel column (ethyl acetate/petroleum ether 1:12). Concentration of the chromatographically pure fractions gives 1.52 g of the title compound as yellow crystals of m.p. 116–117° C. The mass spectrum shows the molecular peak M+ at 314 Da.

Provenance & Evidence