Sodium Hydroxide → HCID 178524293, compound

HRID 2057476Notes

Reaction equation

HRID 2057476 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:4]=[C:5]([C:9]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[CH3:20])[NH:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1.[Mn]([O-])(=O)(=O)=[O:24].[K+].[OH-:29].[Na+]>>[F:22][C:2]([F:21])([F:1])[C:3]1[CH:4]=[C:5]([C:9]2[NH:10][N:11]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:20]([OH:24])=[O:29])[N:13]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 134258s-Triazole, 3-(o-tolyl)-5-(alpha,alpha,alpha-trifluoro-m-tolyl)-HCID 516875Potassium Permanganate

Product 1

HCID 178524293HCID 178524293, compoundYield 32%

Procedure

A solution of 3-(3-trifluoromethylphenyl)-5-(2-methylphenyl)-1,2,4-triazol (6.3 g, 0.021 mol), potassium permanganate (15 g, 0.095 mol) and 10% sodium hydroxide solution (100 ml) was held at reflux for one hour, cooled and filtered through celite. The filtrate was acidified with concentrated HCl and the solid precipitate was collected. The solid was washed with ether to give 2.2 g of 2-[5-(3-trifluoromethylphenyl)-1,2,4-triazol-3-yl]benzoic acid in 32% yield, mp ~200°.

Workup

  1. temperatureat reflux for one hour
  2. temperaturecooled
  3. filtrationfiltered through celite
  4. customthe solid precipitate was collected
  5. washThe solid was washed with ether

Sources & evidence

ORD record
ord-9e46bf6f2c484aab97d493af81311a4e
Source dataset
uspto-grants-1980_07
Patent number
US04210762

Reaction notes

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