Dimethylformamide → HCID 178426075, compound

Participants

Reaction Steps

To a mixture of 88 g. (0.32 m.) of 7-methyl-2-phenyl-9-imidazo[4,5-f]quinolinol (Example V D above) and 293 ml. (481 g. 3.2 m.) of POCl3 is added slowly 586 ml. of dimethylformamide. Following the completion of the addition, stirring is continued overnight at room temperature. It is then poured into 4 liters of ice. The crude product is precipitated by the addition of 1200 ml. of conc. NH4OH to pH 8.0. It is collected by filtration, washed with H2O and air-dried to give 154 g. m.p. 136°-250° C., slow decomposition. After dissolving the crude product in 5 liters of MeOH, the MeOH filtrate is concentrated to a volume of 750 ml. and chilled. The yield after oven-drying (100° C.) is 41 g. A second recrystallization from 2000 ml. of MeOH and followed by concentration to one-half its volume yields 28 g.

Provenance & Evidence