反应详情

To 40 ml of absolute ethanol was added 6.6 g of 2,3-dihydro-4-methyl-2-[2-(methylamino)ethyl]pyrido[3,2-f]-1,4-oxazepine-5(4H)-thione and 3.35 g (0.026 mole) of diisopropylethylamine. While stirring, 4.75 g (0.026 mole) of p-(t-butyl)benzyl chloride was added at a rapid drop rate. The reaction solution was heated to reflux for 4 hr. After cooling, ethanol was removed 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 potassium hydroxide and 50 ml of water, dried over sodium sulfate, and filtered. The methylene chloride was removed by rotary evaporation and ethylacetate was added to the residue which caused some precipitate to fall out (probably quaternary). After filtering off the precipitate, ethyl acetate was removed by rotary evaporation. The oily residue was heated with 2 equivalents of oxalic acid in isopropyl alcohol which yielded 4.3 g (31%) of yellow, analytically pure crystals, m.p. 175° -78° C.

1. temperatureThe reaction solution was heated
2. temperatureto reflux for 4 hr
3. temperatureAfter cooling
4. customethanol was removed by rotary evaporation
5. washthe solution was washed with 2×50 ml of 1N potassium hydroxide and 50 ml of water
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. customThe methylene chloride was removed by rotary evaporation and ethylacetate
9. additionwas added to the residue which
10. filtrationAfter filtering off the precipitate, ethyl acetate
11. customwas removed by rotary evaporation
12. customyielded 4.3 g (31%) of yellow, analytically pure crystals, m.p. 175° -78° C.