Reaktion #2368176

Reaktionsgleichung

8-Methylquinazolin-4(3H)-one

POCl3

→

titled compound

Ausbeute 90.0%

4-Chloro-8-methylquinazoline

Ausbeute 90.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction completion
2. 2
   TemperaturAfter completion, the reaction mixture was cooled to RT
3. 3
   Sonstigeevaporated to dryness under reduced pressure
4. 4
   workup.DISSOLUTIONThe resulted residue was dissolved in DCM (500 mL)
5. 5
   Sonstigequenched slowly into an ice cold solution of saturated K2CO3 with constant stirring
6. 6
   SonstigeThen the organic layer was separated
7. 7
   Waschenwashed with brine solution
8. 8
   Trocknendried over sodium sulphate
9. 9
   Einengenconcentrated under vacuum

Vorschrift

POCl3 (300 mL) was taken in a 2 L round bottom flask under nitrogen. To this was added 8-Methylquinazolin-4(3H)-one (45 g) in portions. The reaction mixture refluxed at 120° C. for 12 h. Reaction completion was monitored by TLC and LCMS. After completion, the reaction mixture was cooled to RT and evaporated to dryness under reduced pressure. The resulted residue was dissolved in DCM (500 mL) and quenched slowly into an ice cold solution of saturated K2CO3 with constant stirring. Then the organic layer was separated and washed with brine solution, dried over sodium sulphate and concentrated under vacuum to afford (45 g, 90% yield) of the titled compound as yellow solid. This was taken for next step without further purification. 1H NMR (CDCl3, 400 MHz) δ 9.03 (s, 1H), 8.08-8.06 (dd, J=8.9, 8.4 Hz, 1H), 7.77-7.76 (d, J=7.1 Hz, 1H), 7.59-7.56 (d, J=15.5 Hz, 1H), 2.75 (s, 3H).

Quelle