4-Methyl-5-[3-trifluoromethylphenoxy]-6-methoxy-8-nitroquinoline → 4-Methyl-5-(3-trifluoromethylphenoxy)-6-methoxy-8-aminoquinoline

Participants

Reaction Steps

A solution of 4-methyl-5-(3-trifluoromethylphenoxy) -6-methoxy-8-nitroquinoline (VI, 5.9 g, 15.6 mmol) in ethanol-dioxane (4:3, v/v, 350 mL) containing wet Raney nickel (ca. 4 g) was reduced at 45 psig for 11/4 hour. The catalyst was filtered and the filtrate was concentrated to dryness. The residual solid was crystallized from ligroin (bp 60°-80°) to afford 4.1 g (76%) of the title compound mp 113°-115°. A sample recrystallized once again gave an analytical sample, mp 116°-117°.

Provenance & Evidence