Sodium Nitrite → HCID 67429579, compound

HRID 2102833Notes

Reaction equation

HRID 2102833 reaction equation
N[N:2]1[C:7](=[O:8])[C:6]2[O:9][C:10]3[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=3[C:5]=2[NH:4][C:3]1=[O:17].N([O-])=O.[Na+]>C(O)(=O)C.O>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]2[O:9][C:6]3[C:7](=[O:8])[NH:2][C:3](=[O:17])[NH:4][C:5]=3[C:11]=2[CH:12]=1

Participants

4

Reactant 2

HCID 23668193Sodium NitriteHCID 67430484HCID 67430484, compound

Product 1

HCID 67429579HCID 67429579, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 21899381Acetic acid--water (1/1)Solvent

Conditions

Temperature
47.5 °C

Procedure

To a suspension of 3-amino-8-chloro-1H-benzo[4,5]furo[3,2-d]pyrimidine-2,4-dione (2.9 g, 11.6 mmol) in 1:1 mixture of acetic acid/H2O (200 mL) was added NaNO2 (2.5 g, 36.0 mmol). The reaction mixture was heated at 45-50° C. until the evolution of brown fumes ceased (2 h). The product was collected by filtration to afford 2.45 g (89%) of the desired product.

Workup

  1. custom(2 h)
  2. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-e427b6bce2fe4c33a1d7914997bf19e1
Source dataset
uspto-grants-2009_08
Patent number
US07576092B2

Reaction notes

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