Potassium Hydroxide → HCID 178526268, compound

HRID 358695Notes

Reaction equation

HRID 358695 reaction equation
[OH-:1].[K+].Cl[C:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:11][CH:12]=2)[N+:7]([O-:18])=[CH:6][CH:5]=1>>[OH:1][C:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:11][CH:12]=2)[N+:7]([O-:18])=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 231281334-Chloro-1-oxo-7-(trifluoromethyl)-1lambda~5~-quinoline

Product 1

HCID 178526268HCID 178526268, compound

Procedure

A mixture of potassium hydroxide (50.4 g), 4-chloro-7-trifluoromethylquinoline-1-oxide (21.8 g) and industrial methylated spirit (800 ml) was heated under reflux for 150 minutes. The solvent was evaporated, the residue was triturated with water (600 ml) and filtered. The filtrate was neutralised with glacial acetic acid (150 ml) with cooling and the resultant precipitate collected by filtration, washed with water (50 ml) and dried. The crude product was crystallised from methanol to give the novel compound 4-hydroxy-7-trifluoromethylquinoline-1-oxide, m.p. 208°-210°.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 150 minutes
  3. customThe solvent was evaporated
  4. customthe residue was triturated with water (600 ml)
  5. filtrationfiltered
  6. temperaturewith cooling
  7. filtrationthe resultant precipitate collected by filtration
  8. washwashed with water (50 ml)
  9. customdried
  10. customThe crude product was crystallised from methanol

Sources & evidence

ORD record
ord-aa32537956d84f48a2a0e10ee8c1d3ca
Source dataset
uspto-grants-1991_03
Patent number
US04997840

Reaction notes

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