4-Chloro-2-phenylquinazoline

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1022-45-3

6484-25-9

General procedure for the synthesis of 4-chloro-2-phenylquinazoline from 4-hydroxy-2-phenylquinazoline: 4-hydroxy-2-phenylquinazoline (10 mmol) was mixed with phosphorochloridic acid (10 mL) and the reaction was stirred under reflux conditions for 9 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. Ice water was added to the residue and neutralized with ammonium hydroxide until a precipitate was formed, followed by filtration to collect the precipitate. The product 4-chloro-2-phenylquinazoline (7) was purified by recrystallization from ethanol to give a brown solid in 68% yield. The structure of the product was determined by 1H NMR (500 MHz, DMSO-d6) δ 8.19-8.12 (m, 3H), 7.90-7.85 (m, 2H), 7.67-7.62 (m, 1H), 7.61-7.55 (m, 3H) and 13C NMR (126 MHz, DMSO-d6) δ 161.80, 153.93, 146.17, 135.15, 132.29, 131.09, 128.78, 128.50, 127.31, 126.21, 125.70, 120.75 for confirmation.