Sodium Hydroxide → HCID 178524293, compound

HRID 2286809Notes

Reaction equation

HRID 2286809 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-2932396093a149f1aed08127d8a186f4
Source dataset
uspto-grants-1981_05
Patent number
US04268299

Reaction notes

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