反应详情

To 40 ml of absolute ethanol was added 5.0 g (0.0195 mole) of 2-(2-chloroethyl-2,3-dihydro-4-methylpyrido[3,2-f]-1,4-oxazepine-5(4H)-thione and 3.65 g (0.022 mole) of 4-methoxy-N-methylbenzene-ethanamine and 2.5 g (0.0195 mole) of diisopropylethylamine. After ~6 hr heating at reflux 3.15 g (0.022 mole) of 4-methoxy-N-methylbenzeneethanamine was added and heating was continued overnight. After removing the solvent by rotary evaporation, the residue was taken up in 100 ml of methylene chloride and the solution was washed with 2×50 ml of 1N sodium hydroxide and 50 ml of water, dried over sodium sulfate and filtered. The solution was then treated with 10 ml of acetic anhydride overnight. The methylene chloride was extracted with 3×100 ml of hydrochloric acid. The combined aqueous extracts were washed with 2×100 ml of chloroform made basic with concentrated sodium hydroxide and extracted into 3×100 ml of chloroform. The organic layer was dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give 2.8 g (37%) of yellow, analytically pure crystals, m.p. 75°-78° C.

1. temperatureAfter ~6 hr heating
2. additionwas added
3. temperatureheating
4. customAfter removing the solvent
5. customby rotary evaporation
6. washthe solution was washed with 2×50 ml of 1N sodium hydroxide and 50 ml of water
7. dry with materialdried over sodium sulfate
8. filtrationfiltered
9. additionThe solution was then treated with 10 ml of acetic anhydride overnight
10. extractionThe methylene chloride was extracted with 3×100 ml of hydrochloric acid
11. washThe combined aqueous extracts were washed with 2×100 ml of chloroform
12. extractionextracted into 3×100 ml of chloroform
13. dry with materialThe organic layer was dried over sodium sulfate
14. filtrationfiltered
15. concentrationconcentrated by rotary evaporation
16. customto give 2.8 g (37%) of yellow, analytically pure crystals, m.p. 75°-78° C.