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ChemicalBook CAS DataBase List 5-CHLORO-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE

5-CHLORO-2H-BENZO[B][1,4]OXAZIN-3(4H)-ONE synthesis

5synthesis methods
-

Yield:138035-68-4 94%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 50; for 15 h;

Steps:

Step 1: 5-chloro-2H-benzo[b][1,4]oxazin-3(4H)-one

2-amino-3-chlorophenol (200 mg, 1.4 mmol), 2-chloroacetyl chloride (189 mg, 1.7 mmol) and K2CO3 (577 mg, 4.2 mmol) were dissolved in DMF (35 mL) and the mixture was stirred at 50° C for 15 h. The resulting suspension was filtered through a pad of solka floc and the solvent was concentrated. EtOAc and NaHCO3 sat. sol. were added and the organic phase was washed with H2O, brine, dried over Na2SO4, filtered and concentrated in vacuo. The title compound was obtained as a yellow solid (240 mg, 94%). LCMS (ES+) m/z 184 (M+H)+, RT 1.2 min

References:

WO2021/28362,2021,A1 Location in patent:Page/Page column 144-145