反应详情

A mixture of 7-(4-pyridylthio)-3,4-dihydroquinazolin-4-one (100 mg, 0.4 mmol), thionyl chloride (20 ml) and DMF (0.1 ml) was heated at reflux for 1.5 hours. The volatiles were removed by evaporation and the residue azeotroped with toluene. A solution of 3-hydroxy-4-methylaniline (53 mg, 0.04 mmol) in isopropanol (10 ml) was added to the solid residue and the mixture was heated at reflux for 2 hours. The mixture was allowed to cool and the precipitated product collected by filtration, washed with isopropanol and dried to give 4-(3-hydroxy-4-methylanilino)-7-(4-pyridylthio)quinazoline hydrochloride(103 mg, 73%). 1H NMR Spectrum: (DMSOd6) 2.17(s, 3H); 7.05(dd, 1H); 7.17(d, 1H); 7.19(s, 1H); 7.64(d, 2H); 8.00(d, 1H); 8.20(s, 1H); 8.66(d, 2H); 8.92(s, 1H); 9.05(d, 1H) MS-ESI: 361 [MH]+

1. temperaturewas heated
2. temperatureat reflux for 1.5 hours
3. customThe volatiles were removed by evaporation
4. customthe residue azeotroped with toluene
5. temperaturethe mixture was heated
6. temperatureat reflux for 2 hours
7. temperatureto cool
8. filtrationthe precipitated product collected by filtration
9. washwashed with isopropanol
10. customdried