Water → HCID 86601048, compound

HRID 883541Notes

Reaction equation

HRID 883541 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH:9]([CH3:11])[CH3:10])[C:6](=[S:12])[NH:5][C:4](=[O:13])[CH:3]=1.[N:14]([O-])=[O:15].[Na+].O>C(O)(=O)C>[NH2:1][C:2]1[N:7]([CH2:8][CH:9]([CH3:11])[CH3:10])[C:6](=[S:12])[NH:5][C:4](=[O:13])[C:3]=1[N:14]=[O:15]

Participants

5

Reactant 3

HCID 962WaterHCID 23668193Sodium NitriteHCID 866010496-Amino-1-isobutyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

Product 1

HCID 86601048HCID 86601048, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
75 °C

Procedure

6-Amino-1-isobutyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (1.0 g, 5.0 mmol) was suspended in 10% acetic acid (20 mL). Sodium nitrite (0.38 g, 5.5 mmol) was added and the resulting mixture was heated at 75° C. for 1 h. The reaction mixture became first pink and then purple. The purple mixture was cooled to room temperature. Then water (20 mL) was added and the purple solid was collected by filtration and washed with water to give the title compound (1.1 g, 92% yield). This solid was used in the following step without further purification.

Workup

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

Sources & evidence

ORD record
ord-8ee2ec76a5224efcb3b19d25b53f3da5
Source dataset
uspto-grants-2012_08
Patent number
US08236951B2

Reaction notes

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