6-Amino-1,3-dibutyl-5-nitroso-2,4(1H,3H)-pyrimidinedione → 5,6-Diaminouracil

HRID 324981Notes

Reaction equation

HRID 324981 reaction equation
[NH2:1][C:2]1[N:7](CCCC)[C:6](=[O:12])[N:5](CCCC)[C:4](=[O:17])[C:3]=1[N:18]=O>[Pd].CN(C=O)C>[NH2:18][C:3]1[C:4](=[O:17])[NH:5][C:6](=[O:12])[NH:7][C:2]=1[NH2:1]

Participants

4

Reactant 1

HCID 3860046-Amino-1,3-dibutyl-5-nitroso-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 767265,6-DiaminouracilYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

15.0 g (52.8 mmol) 6-amino-1,3-di-n-butyl-5-nitrosouracil, 1.5 g 10% Pd/C and 150 mL DMF were hydrogenated at 40 psi in a Parr shaker for 4 h. After completion, the reaction mixture was filtered through Celite, and evaporated to give crude 5,6-diaminouracil as a dark oil.

Workup

  1. filtrationAfter completion, the reaction mixture was filtered through Celite
  2. customevaporated

Sources & evidence

ORD record
ord-f59a0a3e8d3c4094b5aa28506bad85f9
Source dataset
uspto-grants-2001_04
Patent number
US06221874B1

Reaction notes

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