Реакция #76128

Уравнение реакции

7-chloro-2-chloromethyl-6-methyl-3,4-dihydroquinazolin-4-one

cesium acetate

→

2-Acetoxymethyl-7-chloro-6-methyl-3,4-dihydroquinazolin-4-one

Растворители

DMF

Условия реакции

Обработка

1. 1
   Другоеwas placed in an oil bath
2. 2
   Другоеpreheated to 85° C.
3. 3
   Другоеthe solvent was removed in vacuo
4. 4
   workup.ADDITIONThe residue was treated with hexanes (20 ml)
5. 5
   Фильтрацияcollected by filtration
6. 6
   Промывкаwashed with hexanes (20 ml), water
7. 7
   Сушкаdried in vacuo over P2O5 (0.476 g, 87%), mp 220-225° C., 1H-NMR (DMSO-d6) 2.14 (s, 3H, CH3CO), 2.45 (s, 3H, 6-CH3), 4.95 (s, 2H, 2-CH2O), 7.70, 8.06 (2×s, 2H, 5-H and 8-H), 12.44 (s, 1H, N3—H)

Методика

A mixture of 7-chloro-2-chloromethyl-6-methyl-3,4-dihydroquinazolin-4-one (0.500 g, 2.06 mmol), anhydrous DMF (14 ml) and cesium acetate (1.58 g, 8.24 mmol) was placed in an oil bath preheated to 85° C., then stirred at this temperature for 2 hours and 15 min under argon. The reaction mixture was then allowed to cool to room temperature and the solvent was removed in vacuo. The residue was treated with hexanes (20 ml), collected by filtration, washed with hexanes (20 ml), water, and dried in vacuo over P2O5 (0.476 g, 87%), mp 220-225° C., 1H-NMR (DMSO-d6) 2.14 (s, 3H, CH3CO), 2.45 (s, 3H, 6-CH3), 4.95 (s, 2H, 2-CH2O), 7.70, 8.06 (2×s, 2H, 5-H and 8-H), 12.44 (s, 1H, N3—H).

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