反应详情

7-Chloro-6-nitro-4(3H)-quinazolone [J. Org. Chem., 40, 356 (1975) etc.] (10 g, 54.8 mmol) was added to phosphorus oxychloride (40 ml) under ice-cooling. A temperature of the mixture was gradually raised and the mixture was refluxed for 2 hours. After evaporation of the solvent under reduced pressure, a solution of triethylamine (200 ml, 1.43 mol) and benzylamine (40 ml, 366 mmol) dissolved in tetrahydrofuran (500 ml) was added to the residue under ice-cooling. A temperature of the mixture was raised to room temperature and the mixture was stirred overnight. After evaporation of the solvent under reduced pressure, water and chloroform were added and the organic layer was separated. The aqueous layer was extracted with chloroform and the chloroform layer was combined with the organic layer. The combined organic layer was washed with water and dried over anhydrous magnesium sulfate. After evaporation of the solvent under reduced pressure, a mixed solvent of methanol and water was added thereto. The precipitated crystals were filtered off to give the title compound (8.55 g, 49.6%).

1. temperaturecooling
2. temperatureA temperature of the mixture was gradually raised
3. temperaturethe mixture was refluxed for 2 hours
4. customAfter evaporation of the solvent under reduced pressure
5. additionwas added to the residue under ice-
6. temperaturecooling
7. customAfter evaporation of the solvent under reduced pressure, water and chloroform
8. additionwere added
9. customthe organic layer was separated
10. extractionThe aqueous layer was extracted with chloroform
11. washThe combined organic layer was washed with water
12. dry with materialdried over anhydrous magnesium sulfate
13. customAfter evaporation of the solvent under reduced pressure
14. additiona mixed solvent of methanol and water was added
15. filtrationThe precipitated crystals were filtered off