[Cl-].[Al+3].[Cl-].[Cl-].[CH2:5]([O:7][C:8]([C:10]1[CH:25]=[CH:24][C:13]([O:14][C:15]2[N:23]=[CH:22][CH:21]=[CH:20][C:16]=2[C:17](Cl)=[O:18])=[CH:12][CH:11]=1)=[O:9])[CH3:6]>[N+](C1C=CC=CC=1)([O-])=O>[O:18]=[C:17]1[C:16]2[C:15](=[N:23][CH:22]=[CH:21][CH:20]=2)[O:14][C:13]2[CH:12]=[CH:11][C:10]([C:8]([O:7][CH2:5][CH3:6])=[O:9])=[CH:25][C:24]1=21.7 g of anhydrous aluminum chloride is added in small portions to a solution of 1.2 g of 2-(p-ethoxycarbonylphenoxy)nicotinoyl chloride in 5 ml of nitrobenzene at room temperature with stirring. The mixture is stirred at 80°C for 4 hours, and poured into ice water to decompose aluminum chloride. The nitrobenzene layer is separated, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue is recrystallized from ethanol to give 0.6 g of ethyl 5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-carboxylate melting at 131°-132°C.
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