6-Amino-1-butyl-1,2,3,4-tetrahydropyrimidine-2,4-dione → 1-Butyl-5-nitroso-6-aminouracil

HRID 1381854Notes

Reaction equation

HRID 1381854 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH2:9][CH2:10][CH3:11])[C:6](=[O:12])[NH:5][C:4](=[O:13])[CH:3]=1.[N:14]([O-])=[O:15].[Na+]>O>[NH2:1][C:2]1[N:7]([CH2:8][CH2:9][CH2:10][CH3:11])[C:6](=[O:12])[NH:5][C:4](=[O:13])[C:3]=1[N:14]=[O:15]

Participants

4

Reactant 2

HCID 24289966-Amino-1-butyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 23668193Sodium Nitrite

Product 1

HCID 107985701-Butyl-5-nitroso-6-aminouracil

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 50.6 g (0.276 mol) of 6-amino-1-butyl-2,4-(1H,3H)-pyrimidinedione (VIII) dissolved in 1.8 l of wate at 80° C. was added 60 ml of 5N NCl and 20 g (0.29 mol) of NaNO2 which were dissolved in water. After cooling the red crystals were filtered off and washed with water. Yield 52.8 g (97%) (IX), NMR.

Workup

  1. temperatureAfter cooling the red crystals
  2. filtrationwere filtered off
  3. washwashed with water

Sources & evidence

ORD record
ord-bab59f9f5fbf4139bc0de5e6dd3548d4
Source dataset
uspto-grants-1989_02
Patent number
US04804664

Reaction notes

Loading…