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ChemicalBook CAS DataBase List 4-CHLORO-8-METHYLQUINAZOLINE
58421-80-0

4-CHLORO-8-METHYLQUINAZOLINE synthesis

3synthesis methods
-

Yield:58421-80-0 86%

Reaction Conditions:

with trichlorophosphate at 120; for 12 h;Inert atmosphere;

Steps:

4-Chloro-8-methylquinazoline:
Phosphorous oxychloride (800 mL) was taken in a 2 L round bottom flask under nitrogen. To this was added 8-Methylquinazolin-4(3H)-one (125 g) in portions. The reactionminxture refluxed at 120 °C for 12h. Reaction completion was monitored by TLC and LCMS. After completion, the reactionminxture 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 K2C03 with constant stirring. Then the organic layer was separated and washed with brine solution, dried over sodium sulfate and concentrated under vacuum to afford 4-chloro-8-methylquinazoline (120 g, 86%) as yellow solid. This was taken for next step without further purification. MS: m/z = 179/18 1 [M+Hj.

References:

MERCK PATENT GMBH;SHERER, Brian A.;BRUGGER, Nadia WO2017/106607, 2017, A1 Location in patent:Paragraph 00224

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