Nitric Acid → HCID 178526771, compound

HRID 393950Notes

Reaction equation

HRID 393950 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:12]=[C:11]2[C:6]([C:7]([OH:13])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.C(O)(=O)CC.[N+:21]([O-])([OH:23])=[O:22]>>[N+:21]([C:8]1[CH:9]=[N:10][C:11]2[C:6]([C:7]=1[OH:13])=[CH:5][CH:4]=[C:3]([C:2]([F:1])([F:14])[F:15])[CH:12]=2)([O-:23])=[O:22]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1032Propionic AcidHCID 178516425HCID 178516425, compound

Product 1

HCID 178526771HCID 178526771, compound

Conditions

Temperature
120 °C

Procedure

A mixture of 7-(trifluoromethyl)-4-quinolinol (22.7 g, 0.106 mol) and propionic acid (106 mL) was heated to 120° C. Nitric acid (10 mL of 70%) was added dropwise and heating was continued for an additional 2 hours. The reaction mixture was allowed to cool to ambient temperature. The resulting precipitate was isolated by filtration then washed with water and diethyl ether to provide 13.3 g of 3-nitro-7-(trifluoromethyl)-4-quinolinol as an off-white solid.

Workup

  1. temperatureheating
  2. temperatureto cool to ambient temperature
  3. customThe resulting precipitate was isolated by filtration
  4. washthen washed with water and diethyl ether

Sources & evidence

ORD record
ord-622ee06a29134c46b11ef6838a94a614
Source dataset
uspto-grants-2004_10
Patent number
US06809203B2

Reaction notes

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