1H-1,2,4-Triazole → 3,3-Dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone

HRID 1702159Notes

Reaction equation

HRID 1702159 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].[CH3:12][C:13]([C:16]([CH2:18]Cl)=[O:17])([CH3:15])[CH3:14]>CC(C)=O>[CH3:12][C:13]([CH3:15])([CH3:14])[C:16](=[O:17])[CH2:18][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 835721-Chloropinacolone

Product 1

HCID 1008773,3-Dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanoneYield 72%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

138 g (2 mol) of 1,2,4-triazole were added in portions to 276.4 g (2 mol) of ground potassium carbonate and 269.2 g (2 mol) of α-chloropinacolin in 500 ml of acetone at room temperature, during which the internal temperature rose to the boiling point. The reaction mixture was stirred under reflux for 5 hours and then cooled to room temperature. It was filtered and the filtrate was concentrated by distilling off the solvent in vacuo. The oily residue crystallized after adding benzine. 240.8 g (72% of theory) of 3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of melting point 62° -64° C. were obtained. ##STR13##

Workup

  1. temperatureunder reflux for 5 hours
  2. filtrationIt was filtered
  3. concentrationthe filtrate was concentrated
  4. distillationby distilling off the solvent in vacuo
  5. customThe oily residue crystallized
  6. additionafter adding benzine

Sources & evidence

ORD record
ord-4693cf00e8ab4aac8f228b07e42f5c04
Source dataset
uspto-grants-1983_04
Patent number
US04380628

Reaction notes

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