Reaktion #76128

Reaktionsgleichung

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

cesium acetate

→

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

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas placed in an oil bath
2. 2
   Sonstigepreheated to 85° C.
3. 3
   Sonstigethe solvent was removed in vacuo
4. 4
   workup.ADDITIONThe residue was treated with hexanes (20 ml)
5. 5
   Filtrationcollected by filtration
6. 6
   Waschenwashed with hexanes (20 ml), water
7. 7
   Trocknendried 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)

Vorschrift

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).

Quelle