HCID 14031077, compound → HCID 21276410, compound

HRID 1381644Notes

Reaction equation

HRID 1381644 reaction equation
C([O:3][C:4](=O)[CH2:5][NH:6][C:7]1[CH:12]=[C:11]([F:13])[C:10]([N+:14]([O-])=O)=[CH:9][C:8]=1[N+:17]([O-])=O)C>[C].[Pd].C(O)C>[F:13][C:11]1[CH:12]=[C:7]2[C:8](=[CH:9][C:10]=1[NH2:14])[NH:17][C:4](=[O:3])[CH:5]=[N:6]2

Participants

4

Reactant 1

HCID 14031077HCID 14031077, compound

Product 1

HCID 21276410HCID 21276410, compoundYield 68.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

N-(2,4-Dinitro-5-fluorophenyl)glycine ethyl ester (9.32 g), 2% palladium-carbon (50% hydrated) (10 g) and ethanol (200 ml) were charged into an autoclave, and catalytic reduction was carried out at room temperature under an initial pressure of 37 atm. After the reaction was completed, the reaction mixture was filtered, and the filtrate was concentrated to give 6-fluoro-7-amino-1,2-dihydroquinoxalin-2-one (4.0 g; yield, 68.0%).

Workup

  1. customwas carried out at room temperature
  2. filtrationthe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b1fe91d85013499d82858b79e26b8e66
Source dataset
uspto-grants-1989_02
Patent number
US04803270

Reaction notes

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