Nitric Acid → HCID 178418942, compound

HRID 1818227Notes

Reaction equation

HRID 1818227 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([OH:12])[CH:8]=[C:7]2[OH:13].[N+:14]([O-])([OH:16])=[O:15]>>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([OH:12])[C:8]([N+:14]([O-:16])=[O:15])=[C:7]2[OH:13]

Participants

3

Reactant 2

HCID 944Nitric Acid2×HCID 178418887HCID 178418887, compound

Product 1

HCID 178418942HCID 178418942, compoundYield 63.9%

Conditions

Temperature
100 °C

Procedure

A modification of the method described in Part D of Example 10 was used to treat 8-bromoquinoline-2,4-diol (10.0 g, 41.6 mmol) with nitric acid (3.6 mL of 11.74 M, 54 mmol). The nitric acid was added at ambient temperature, and then the reaction was heated at 100° C. for one hour, at which time an exotherm occurred. The reaction was allowed to cool to ambient temperature; a precipitate formed and was isolated by filtration and washed with a small volume of water to provide 7.58 g of 8-bromo-3-nitroquinoline-2,4-diol as a yellow solid.

Workup

  1. temperatureto cool to ambient temperature
  2. customa precipitate formed
  3. customwas isolated by filtration
  4. washwashed with a small volume of water

Sources & evidence

ORD record
ord-6978b9eaf6b0475ea4d9ccd2fdb068b1
Source dataset
uspto-grants-2009_10
Patent number
US07598382B2

Reaction notes

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