1H-1,2,4-Triazole → 1,3-Diphenyl-2-(1H-1,2,4-triazol-1-yl)butan-1-one

HRID 25960Notes

Reaction equation

HRID 25960 reaction equation
Br[CH:2]([CH:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:12])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[NH:19]1[CH:23]=[N:22][CH:21]=[N:20]1.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[N:19]1([CH:2]([CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH3:12])[C:3]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[O:4])[CH:23]=[N:22][CH:21]=[N:20]1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 3448632-Bromo-1,3-diphenylbutan-1-one

Product 1

HCID 213260611,3-Diphenyl-2-(1H-1,2,4-triazol-1-yl)butan-1-one

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-Bromo-3-phenyl-butyrophenone (0.02 mol), 1,2,4-triazole (0.02 mol) and potassium carbonate (0.04 mol) were refluxed in methyl ethyl ketone (100 ml) for 36 hours. After cooling to room temperature, the solution was filtered and the solvent removed in vacuo. Recrystallisation of the residue from ethanol/petroleum ether (60°-80°) gave the title compound as a colourless solid, m.p. 166°-8°.

Workup

  1. filtrationthe solution was filtered
  2. customthe solvent removed in vacuo
  3. customRecrystallisation of the residue from ethanol/petroleum ether (60°-80°)

Sources & evidence

ORD record
ord-6d71dec87d5b41af88f4e662ee15c4e6
Source dataset
uspto-grants-1979_04
Patent number
US04147793

Reaction notes

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