Hydrochloric Acid → 6-Amino-1-ethyl-5-nitroso-1,3-dihydropyrimidine-2,4-dione

HRID 1758918Notes

Reaction equation

HRID 1758918 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH3:9])[C:6](=[O:10])[NH:5][C:4](=[O:11])[CH:3]=1.Cl.[N:13]([O-])=[O:14].[Na+]>O>[NH2:1][C:2]1[N:7]([CH2:8][CH3:9])[C:6](=[O:10])[NH:5][C:4](=[O:11])[C:3]=1[N:13]=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8538996-Amino-1-ethyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 23668193Sodium Nitrite

Product 1

HCID 3005096-Amino-1-ethyl-5-nitroso-1,3-dihydropyrimidine-2,4-dione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 100 g (0.65 mol) of 6-amino-1-ethyl-2,4-(1H,3H)-pyrimidinedione (II), dissolved in 1 liter hot water, was added 145 ml of 5 N HCl and 50 g of NaNO2 (0.72 mol) which was dissolved in water. After cooling the red crystals were filtered off and washed with water. Yield 97.7 g (83%) (III) NMR.

Workup

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

Sources & evidence

ORD record
ord-86551b63bed64c08a05597d55afd581e
Source dataset
uspto-grants-1982_07
Patent number
US04338319

Reaction notes

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