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

HRID 238477Notes

Reaction equation

HRID 238477 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-e5e07a7b10fd4c2c9f40e08ff484b92e
Source dataset
uspto-grants-2014_02
Patent number
US08642624B2

Reaction notes

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