Hydrochloric Acid → 1-Propyl-6-amino-5-nitrosouracil

HRID 2285899Notes

Reaction equation

HRID 2285899 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH2:9][CH3:10])[C:6](=[O:11])[NH:5][C:4](=[O:12])[CH:3]=1.Cl.[N:14]([O-])=[O:15].[Na+]>O>[NH2:1][C:2]1[N:7]([CH2:8][CH2:9][CH3:10])[C:6](=[O:11])[NH:5][C:4](=[O:12])[C:3]=1[N:14]=[O:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1045626-Amino-1-propyluracilHCID 23668193Sodium Nitrite

Product 1

HCID 107030931-Propyl-6-amino-5-nitrosouracil

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 34.3 g (0.20 mol) of 6-amino-1-propyl-2,4-(1H,3H)-pyrimidinedione (II), dissolved in 900 ml hot water, was added 45 ml of 5 N HCl and 15 g of NaNO2 (0.22 mol) which was dissolved in water. After cooling the red crystals were filtered off and washed with water. Yield 33.3 g (83%) (III) NMR.

Workup

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

Sources & evidence

ORD record
ord-38d729baeddb4169b087b8f103280929
Source dataset
uspto-grants-1982_04
Patent number
US04325956

Reaction notes

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