반응 #76128

반응 방정식

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

cesium acetate

→

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

용매

DMF

반응 조건

후처리

1. 1
   기타was placed in an oil bath
2. 2
   기타preheated to 85° C.
3. 3
   기타the solvent was removed in vacuo
4. 4
   workup.ADDITIONThe residue was treated with hexanes (20 ml)
5. 5
   여과collected by filtration
6. 6
   세척washed with hexanes (20 ml), water
7. 7
   건조dried 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)

실험 절차

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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