Sodium Nitrite → HCID 86623121, compound

HRID 548785Notes

Reaction equation

HRID 548785 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH:9]([O:11][CH2:12][CH3:13])[CH3:10])[C:6](=[S:14])[NH:5][C:4](=[O:15])[CH:3]=1.[N:16]([O-])=[O:17].[Na+]>C(O)(=O)C>[NH2:1][C:2]1[N:7]([CH2:8][CH:9]([O:11][CH2:12][CH3:13])[CH3:10])[C:6](=[S:14])[NH:5][C:4](=[O:15])[C:3]=1[N:16]=[O:17]

Participants

4

Reactant 2

HCID 23668193Sodium NitriteHCID 86623122HCID 86623122, compound

Product 1

HCID 86623121HCID 86623121, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
75 °C

Procedure

6-Amino-1-(2-ethoxy-propyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (1.1 g, 4.8 mmol) obtained from Example 5b was suspended in 10% acetic acid (20 mL) and the mixture was stirred for 15 minutes. Sodium nitrite (0.36 g, 5.3 mmol) was added and the resulting mixture was heated at 75° C. for 1 h. The reaction mixture turned pink and then purple. The mixture was cooled to room temperature, and the purple solid was collected by filtration and washed with water to give the title compound (1.05 g, 70% yield). This solid was used in Example 5(d) without further purification.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationthe purple solid was collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-71fd90c57b404769b96d60dd7c5d30e0
Source dataset
uspto-grants-2011_05
Patent number
US07943625B2

Reaction notes

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