反应详情

温度

60 °C

A solution of 4-amino-3′-cyano-6-trifluoromethyl-biphenyl-3-carboxylic acid methyl ester (0.7 g, 2.19 mmol) in dioxane (15 mL) was treated with i-Pr2NEt (0.5 mL, 2.92 mmol) and (CCl3O)2CO (0.655 g, 2.19 mmol) and the mixture was stirred at 60° C. for 1 h under nitrogen. To this solution was added CH3SO2NHNH2 (0.24 g, 2.19 mmol) and stirring was continued for 1 h at 60° C. and for 16 h at r.t. The mixture was concentrated in vacuo, diluted with water and extracted three times with 25 mL each of EtOAc. The combined organic layers were washed twice with water and dried (Na2SO4), filtered and the solvent evaporated. The product was recrystallized from MeOH/DCM 3:1 to give N-[6-(3-cyano-phenyl)-2,4-dioxo-7-trifluoromethyl-1,4-dihydro-2H-quinazolin-3-yl]-methanesulfonamide (0.78 g, 1.84 mmol, 84%), m.p. 291-292° C., ESI-MS: m/z 425 [M+H]+.

1. stirringstirring
2. waitwas continued for 1 h at 60° C. and for 16 h at r.t
3. concentrationThe mixture was concentrated in vacuo
4. additiondiluted with water
5. extractionextracted three times with 25 mL each of EtOAc
6. washThe combined organic layers were washed twice with water
7. dry with materialdried (Na2SO4)
8. filtrationfiltered
9. customthe solvent evaporated
10. customThe product was recrystallized from MeOH/DCM 3:1