反应详情

温度

115 °C

To 10 (20 mg, 0.06 mmol) was added 4-methoxy-N-methyl aniline (61 mg, 0.44 mmol), 50 mL of Isopropanol, and 4 drops of conc. HCl in a 100 mL round bottom flask. The reaction mixture was refluxed at 110-120° C. for 26 hours, following which the Isopropanol was evaporated and the mixture was basified with ammonia in methanol to obtain a slight precipitate. The resulting precipitate was then dissolved in acetone and methanol. To the solution was added silica, and the solvent was removed under reduced pressure to provide a silica gel plug. The plug was transferred on top of a column packed with silica gel, twenty times the weight of plug, eluted with chloroform and 1% methanol in chloroform. Fractions containing the product AAG13 (TLC) were pooled and evaporated to give a solid which was further purified by washing with hexane. The overall yield was 69%. TLC Rf 0.25 (chloroform-methanol 20:1), m.p. 163-164° C., 1H NMR: δ 3.30 (s, 3H, OCH3), 3.66 (s, 3H, N—CH3), 6.55 (s, 2H, NH2, exch), 6.76-7.25 (m, 7H, ArH), 11.65 (s, 1H, 9-NH, exch). Anal. Calculated (C18H16ClN5O. 0.2 CH3(CH2)4—CH3): C, 62.15; H, 5.10; N, 18.87; Cl, 9.55. Found: C, 61.79; H, 4.95; N, 18.72; Cl, 9.48.

1. customwas evaporated
2. customto obtain a slight precipitate
3. additionTo the solution was added silica
4. customthe solvent was removed under reduced pressure
5. customto provide a silica gel plug
6. washeluted with chloroform and 1% methanol in chloroform
7. additionFractions containing the product AAG13 (TLC)
8. customevaporated
9. customto give a solid which
10. customwas further purified
11. washby washing with hexane