反应详情

After repetition of the previous reaction, a mixture of 6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]-3,4-dihydroquinazoline-4-one (2.15 g), thionyl chloride (25 ml) and DMF (0.18 ml) was stirred and heated to reflux for 2 hours. The thionyl chloride was evaporated under vacuum and the residue azeotroped twice with toluene. The residue was taken up in water, basified by the addition of a saturated aqueous sodium bicarbonate solution and extracted with methylene chloride (4 times). The combined extracts were washed in turn with water and brine and filtered through phase separating paper. The filtrate was evaporated under vacuum and the residue was purified by column chromatography on silica using a 100:8:1 mixture of methylene chloride, methanol and a concentrated aqueous ammonium hydroxide solution (0.880 g/ml) as eluent. The solid so obtained was triturated under acetone, filtered and dried to give 4-chloro-6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinazoline (1.2 g); Mass Spectrum: M+H+ 351.

1. customAfter repetition of the previous reaction
2. temperatureheated
3. temperatureto reflux for 2 hours
4. customThe thionyl chloride was evaporated under vacuum
5. customthe residue azeotroped twice with toluene
6. additionbasified by the addition of a saturated aqueous sodium bicarbonate solution
7. extractionextracted with methylene chloride (4 times)
8. washThe combined extracts were washed in turn with water and brine
9. filtrationfiltered through phase
10. customseparating paper
11. customThe filtrate was evaporated under vacuum
12. customthe residue was purified by column chromatography on silica using
13. additiona 100:8:1 mixture of methylene chloride, methanol
14. customThe solid so obtained
15. customwas triturated under acetone
16. filtrationfiltered
17. customdried