反应详情

Concentrated aqueous ammonia (8 ml) was added to a solution of 4-(3-acetoxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)quinazoline (2.38 g, 6 mmol) in a mixture of trichloromethane (24 ml) and methanol (24 ml). The mixture was heated at reflux for 8 hours and the volatiles removed by evaporation. The residue was triturated with water, the resulting solid was collected by filtration and recrystallised from methylene chloride/ethanol. The product was redissolved in a mixture of methylene chloride/ethanol and a saturated solution of hydrogen chloride in ethanol was added. The solvent was partially removed by evaporation and the mixture cooled. The resulting precipitate was collected by filtration washed with ether and dried under vacuum to give 4-(3-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)quinazoline hydrochloride (1.68 g, 80%).

1. temperatureThe mixture was heated
2. temperatureat reflux for 8 hours
3. customthe volatiles removed by evaporation
4. customThe residue was triturated with water
5. filtrationthe resulting solid was collected by filtration
6. customrecrystallised from methylene chloride/ethanol
7. dissolutionThe product was redissolved in a mixture of methylene chloride/ethanol
8. additiona saturated solution of hydrogen chloride in ethanol was added
9. customThe solvent was partially removed by evaporation
10. temperaturethe mixture cooled
11. filtrationThe resulting precipitate was collected by filtration
12. washwashed with ether
13. customdried under vacuum