[N+:1]([C:4]1[CH:5]=[N+:6]([O-])[C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][C:8]=2[CH3:14])([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].P(Cl)(Cl)([Cl:24])=O>C(OCC)(=O)C>[Cl:24][C:5]1[C:4]([N+:1]([O-:3])=[O:2])=[CH:13][C:12]2[C:7](=[C:8]([CH3:14])[CH:9]=[CH:10][CH:11]=2)[N:6]=1A suspension of 2.09 g of 3-nitro-8-methyl-quinoline-1-oxide (compound D1) in 15 ml of phosphorus oxychloride is stirred at 100° C. for 1 h. After cooling to room temperature, the reaction mixture is added to 40 ml of ice water and diluted with 50 ml of ethyl acetate. With the aid of solid potassium carbonate the pH value is adjusted to pH 8 and the mixture is extracted two times each with 30 ml of ethyl acetate. The combined organic phases are dried using magnesium sulfate, filtered and evaporated in vacuo. The residue is recrystallized from diethylether to give 1.3 g of the title compound as violet solid.
Wird geladen…
