Nitric Acid → HCID 178526762, compound

HRID 62025

Reaction equation

HRID 62025 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][CH:2]=1.[N+:12]([O-])([OH:14])=[O:13]>C(O)(=O)CC.C(O)C>[N+:12]([C:3]1[CH:2]=[N:1][C:10]2[C:5]([C:4]=1[OH:11])=[CH:6][CH:7]=[CH:8][CH:9]=2)([O-:14])=[O:13]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 178516385quinolin-4-ol

Product 1

HCID 178526762HCID 178526762, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 1032Propionic AcidSolvent

Conditions

Temperature
125 °C

Procedure

A mixture of quinolin-4-ol (1 eq.) in propionic acid was heated to 125° C. with stirring. Nitric acid (2.2 eq.) was added drop wise to the stirred solution while maintaining the reaction mixture temperature at 125° C. Reaction was stirred at 125° C. for 15 min. and cooled to ambient temperature. The reaction was diluted with ethanol and solid was collected by vacuum filtration. Solid was washed successively with ethanol, water and ethanol. Resulting yellow solid was heated in refluxing ethanol and filtered from hot mixture to give pure 3-nitro-quinoline-4-ol.

Workup

  1. temperaturewhile maintaining the reaction mixture temperature at 125° C
  2. customReaction
  3. stirringwas stirred at 125° C. for 15 min.
  4. temperaturecooled to ambient temperature
  5. filtrationwas collected by vacuum filtration
  6. washSolid was washed successively with ethanol, water and ethanol
  7. customResulting yellow solid
  8. temperaturewas heated
  9. filtrationfiltered from hot mixture

Sources & evidence

ORD record
ord-e3929725edc44b4791055f004d72daca
Source dataset
uspto-grants-2016_09
Patent number
US09446040B2

Linked notes

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