반응 #2487447

반응 방정식

2-(4-chlorophenyl)-7-trifluoromethyl-3H-quinazolin-4-one

phosphorus oxychloride

→

4-Chloro-2-(4-chloro-phenyl)-7-trifluoromethylquinazoline

용매

dioxane

반응 조건

후처리

1. 1
   온도The suspension was then heated
2. 2
   온도at reflux for 2 h
3. 3
   기타evaporated under reduced pressure
4. 4
   workup.DISSOLUTIONThe remaining solid was dissolved in dioxane (1 L)
5. 5
   workup.ADDITIONan aqueous solution of sodium hydroxide (50 mL, 10% weight/weight (w/w)) was added dropwise
6. 6
   온도maintaining the internal temperature≦10° C.)
7. 7
   workup.ADDITIONWater (1 L) was then added to the resultant suspension
8. 8
   workup.ADDITIONfollowed by the dropwise addition of a further quantity of aqueous sodium hydroxide (90 mL, 10% w/w)
9. 9
   기타The precipitate was isolated by vacuum filtration
10. 10
    세척washing with water (3×500 mL)
11. 11
    기타dried under vacuum (10 mbar, 50° C.)
12. 12
    기타4.7 min, 343 (M+)

실험 절차

To a stirred suspension of 2-(4-chlorophenyl)-7-trifluoromethyl-3H-quinazolin-4-one (50 g, 0.15 mol) in dioxane (400 mL) was added dropwise phosphorus oxychloride (43 mL, 0.46 mol). The suspension was then heated at reflux for 2 h then allowed to cool to room temperature and evaporated under reduced pressure. The remaining solid was dissolved in dioxane (1 L) and an aqueous solution of sodium hydroxide (50 mL, 10% weight/weight (w/w)) was added dropwise maintaining the internal temperature≦10° C.). Water (1 L) was then added to the resultant suspension followed by the dropwise addition of a further quantity of aqueous sodium hydroxide (90 mL, 10% w/w). The precipitate was isolated by vacuum filtration washing with water (3×500 mL) and dried under vacuum (10 mbar, 50° C.). Yield=49 g, 93%; LC-MS: 4.7 min, 343 (M+); 1H NMR (dimethylsulfoxide (DMSO)-d6) δ 7.68 (d, 2 H, J=8.9 Hz), 8.12 (dd, 1 H, J=8.9, 1.8 Hz), 8.48-8.54 (m, 4 H).

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