تفاعل #76128

معادلة التفاعل

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

cesium acetate

→

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

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىwas placed in an oil bath
2. 2
   أخرىpreheated to 85° C.
3. 3
   أخرىthe solvent was removed in vacuo
4. 4
   workup.ADDITIONThe residue was treated with hexanes (20 ml)
5. 5
   ترشيحcollected by filtration
6. 6
   غسيلwashed with hexanes (20 ml), water
7. 7
   تجفيفdried 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)

الإجراء التجريبي

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).

المصدر