Nitric Acid → HCID 178526762, compound

HRID 1672304Notes

Reaction equation

HRID 1672304 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[N+:12]([O-])([OH:14])=[O:13]>O>[N+:12]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:2]=1[OH:1])=[CH:10][CH:9]=[CH:8][CH:7]=2)([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178516385quinolin-4-ol

Product 1

HCID 178526762HCID 178526762, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
85 °C

Procedure

5 g (34 mmol) 4-hydroxyquinoline are added in small portions to nitric acid (66%) heated at 85° C. The reaction mixture is stirred for 50 min at this temperature. 150 ml water are heated to 100° C. and the reaction mixture is added slowly through a dropping funnel to the boiling water. The yellow precipitate which is formed is filtered off and washed with hot and cold water and acetone to become almost colorless. The title compound is dried at 60° C. under vacuum. mp: 357-358° C.; MS: 191 (M++1); HPLC: tret=8.73 min (Grad 3).

Workup

  1. customThe yellow precipitate which is formed
  2. filtrationis filtered off
  3. washwashed with hot and cold water and acetone
  4. dry with materialThe title compound is dried at 60° C. under vacuum
  5. customtret=8.73 min (Grad 3)

Sources & evidence

ORD record
ord-6fcf822fcbae4422a03f7dfa8d466bdd
Source dataset
uspto-grants-2011_08
Patent number
US07998972B2

Reaction notes

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