Acetic Acid → HCID 178526879, compound

HRID 1190809Notes

Reaction equation

HRID 1190809 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([OH:11])=[CH:3][C:2]=1[OH:12].C(O)(=O)C.[N+:17]([O-])([OH:19])=[O:18]>O>[N+:17]([C:3]1[C:2]([OH:12])=[N:1][C:10]2[C:5]([C:4]=1[OH:11])=[CH:6][CH:7]=[CH:8][CH:9]=2)([O-:19])=[O:18]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 944Nitric AcidHCID 1785165532-hydroxy-1H-quinolin-4-one

Product 1

HCID 178526879HCID 178526879, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
105 °C

Procedure

To a 50 mL round bottom flask were sequentially added quinoline-2,4-diol (2 g, 12.4 mmol), glacial acetic acid 12.5 mL, and concentrated nitric acid 3.25 mL, stirred for 30 min at room temperature, and then stirred for 10 min in an oil bath of 105° C., followed by cooling to room temperature. 25 mL water was added to form precipitates, which were filtrated through an air pump, washed sequentially with water and ethyl ether. The solid was dried under vacuum to afford 2 g titled product with a yield of 78.2%.

Workup

  1. customTo a 50 mL round bottom flask were sequentially added
  2. temperatureby cooling to room temperature
  3. customto form
  4. customprecipitates
  5. filtrationwhich were filtrated through an air pump
  6. washwashed sequentially with water and ethyl ether
  7. customThe solid was dried under vacuum

Sources & evidence

ORD record
ord-faaee32f9afa4c1f8f442f05ddf1c981
Source dataset
uspto-grants-2014_03
Patent number
US08680089B2

Reaction notes

Loading…