反应 #2487447

反应方程式

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

phosphorus oxychloride

→

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

溶剂

dioxane

反应条件

后处理

1. 1
   温度The suspension was then heated
2. 2
   温度at reflux for 2 h
3. 3
   其他evaporated 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
   温度maintaining 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
   其他The precipitate was isolated by vacuum filtration
10. 10
    洗涤washing with water (3×500 mL)
11. 11
    其他dried under vacuum (10 mbar, 50° C.)
12. 12
    其他4.7 min, 343 (M+)

实验过程

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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