Water → HCID 21704250, compound

HRID 1106417Notes

Reaction equation

HRID 1106417 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH2:14][P:15]([OH:18])(=[O:17])[OH:16])[C:9](=[O:19])[C:8](=[O:20])[NH:7]2)([O-])=O.C([O-])=O.[NH4+].O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH2:14][P:15]([OH:18])(=[O:16])[OH:17])[C:9](=[O:19])[C:8](=[O:20])[NH:7]2

Participants

6

Reactant 3

HCID 962WaterHCID 2723923Ammonium formateHCID 21704286HCID 21704286, compound

Product 1

HCID 21704250HCID 21704250, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

300 mg of 1-(6-nitro-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-1-yl)methanephosphonic acid is dissolved in 60 mg of methanol and combined under nitrogen in succession with 50 mg of Pd/C (10%), 300 mg of ammonium formate, and 18 ml of water, and heated for one hour to 80° C. After cooling, the mixture is filtered off from the catalyst, the filtrate is concentrated by evaporation, and the residue is freeze-dried, thus obtaining 200 mg of 1-(6-amino-2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-1-yl)methanephosphonic acid in the form of a white solid.

Workup

  1. temperatureheated for one hour to 80° C
  2. temperatureAfter cooling
  3. filtrationthe mixture is filtered off from the catalyst
  4. concentrationthe filtrate is concentrated by evaporation
  5. customthe residue is freeze-dried

Sources & evidence

ORD record
ord-cf8113a83e2f46fe899855909ac9287a
Source dataset
uspto-grants-2000_05
Patent number
US06057304

Reaction notes

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