Potassium Carbonate → 2,2-Dimethyl-6-nitro-2H-benzo[B][1,4]oxazin-3(4H)-one

HRID 889970Notes

Reaction equation

HRID 889970 reaction equation
Br[C:2]([CH3:17])([CH3:16])[C:3]([NH:5][C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:7]=1[OH:15])=[O:4].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:16][C:2]1([CH3:17])[C:3](=[O:4])[NH:5][C:6]2[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:7]=2[O:15]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 105663292-Bromo-N-(2-hydroxy-5-nitro-phenyl)-2-methyl-propionamide

Product 1

HCID 106566312,2-Dimethyl-6-nitro-2H-benzo[B][1,4]oxazin-3(4H)-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

2-Bromo-N-(2-hydroxy-5-nitro-phenyl)-2-methyl-propionamide was mixed with K2CO3 in 20 mL of DMF and stirred overnight at 50° C. The reaction mixture was poured into ice water. The precipitate was collected by filtration and washed with H2O. The crude compound was recrystallized from EtOH.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with H2O
  3. customThe crude compound was recrystallized from EtOH

Sources & evidence

ORD record
ord-5332a64f774c41e898ed119e02e221ab
Source dataset
uspto-grants-2006_02
Patent number
US06995162B2

Reaction notes

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