Hydrochloric Acid → 1-Butyl-5-nitroso-6-aminouracil

HRID 2285902Notes

Reaction equation

HRID 2285902 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.Cl.[N:15]([O-])=[O:16].[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:15]=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 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 962WaterSolvent2×

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 water at 80° C. was added 60 ml of 5 N HCl 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-f5e04a2ef366458abafe9fd0a8436d8e
Source dataset
uspto-grants-1982_04
Patent number
US04325956

Reaction notes

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