HCID 21786872, compound → HCID 22596712, compound

HRID 2296707Notes

Reaction equation

HRID 2296707 reaction equation
[NH2:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4](=[O:16])[NH:5][C:6](=[O:15])[NH:7]2>CN(C=O)C.[Pd]>[NH2:1][C:2]1[C:11]([NH2:12])=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4](=[O:16])[NH:5][C:6](=[O:15])[NH:7]2

Participants

4

Reactant 1

HCID 21786872HCID 21786872, compound

Product 1

HCID 22596712HCID 22596712, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

A suspension of the above amine (450 mg, 2.0 mmol) in DMF (15 mL) was hydrogenated over 10% Pd/C (60 mg) at 50 psi for 20 h. The catalyst was removed by filtration and the solvent removed to give 5,6-diaminoquinazolin-2,4-dione (369 mg, 95%) as a dark solid.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent removed

Sources & evidence

ORD record
ord-fda0d4c99d084219840ceec4bad7ee86
Source dataset
uspto-grants-2002_12
Patent number
US06489328B2

Reaction notes

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