Molecules, 2002, 7
138
A typical experimental procedure
The preparation of quinoline yellow (3a), is illustrative of the general procedure employed. To a
mixture of 2-methylquinoline (1 mmol, 143 mg) and phthalic anhydride (1 mmol, 148 mg) placed in an
open glass container, silica gel (silica gel 60, 230-240 mesh Merck, 300mg) was added and the reaction
mixture was irradiated in a microwave oven at 700 W power for 2 minutes. Upon completion of the
reaction, as followed by TLC, the product was extracted into ethanol (3 x 10 mL). The solvent was
evaporated and the resulting crude material was purified on a silica gel plate to afford 2-(2-quinolinyl)-
1H-indene-1,3-(2H)-dione (3a) in 97% yield (cf. Table 2). 1H-NMR (CDCl3) δ 7.41-8.61 (m, 11H,
aromatic H), 14.18 (s, 1H, NH); 13C-NMR (CDCl3) δ 99.45-151.21 (aromatic C), 190.80, 194.87
(carbonyl C); IR (KBr) 1710, 1650, 1610, 1565 cm-1.
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