3-Fluoroaniline → 6-((3-Fluorophenyl)amino)-5,8-quinoxalinedione

HRID 1153733Notes

Reaction equation

HRID 1153733 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]2[C:3]=1[N:4]=[CH:5][CH:6]=[N:7]2.[F:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][CH:20]=1)[NH2:17]>[Ag-]=O.C(O)C>[F:13][C:14]1[CH:15]=[C:16]([CH:18]=[CH:19][CH:20]=1)[NH:17][C:10]1[C:9](=[O:12])[C:8]2[N:7]=[CH:6][CH:5]=[N:4][C:3]=2[C:2](=[O:1])[CH:11]=1

Participants

5

Reactant 2

HCID 97423-FluoroanilineHCID 13569739619506-18-4

Product 1

HCID 1244696-((3-Fluorophenyl)amino)-5,8-quinoxalinedione

Reagents, catalysts & solvents 2

HCID 178418778HCID 178418778, compoundCatalystHCID 702EthanolSolvent

Procedure

Approximately one gram of 5,8-dihydroxyquinoxaline was dissolved in 100 ml. of 2B ethanol. To the solution were added about 5 g. of freshly prepared silver (I) oxide and about 3 g. of 3-fluoroaniline. The reaction was stirred overnight at room temperature and worked up in the same manner as described in Example 3. Crystallization from ethyl acetate gave about 500 mg. of the title compound.

Workup

  1. additionTo the solution were added about 5 g
  2. customCrystallization from ethyl acetate
  3. customgave about 500 mg

Sources & evidence

ORD record
ord-7171877cfe2b47b1bae01f044166c85b
Source dataset
uspto-grants-1984_12
Patent number
US04486432

Reaction notes

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