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

HRID 2164697Notes

Reaction equation

HRID 2164697 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, at room temperature, to 276.4 g (2 mol) of ground potassium carbonate and 269.2 g (2 mol) of α-chloropinacoline in 500 ml of acetone, in the course of which the internal temperature rose to the boil. The reaction mixture was stirred for 5 hours under reflux and was then cooled to room temperature and filtered, and the filtrate was concentrated by distilling off the solvent in vacuo. The oily residue crystallized after addition of benzene. 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. ##STR11##

Workup

  1. temperatureunder reflux
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated
  4. distillationby distilling off the solvent in vacuo
  5. customThe oily residue crystallized
  6. additionafter addition of benzene

Sources & evidence

ORD record
ord-b96e55278e3d40abbf6fb28f7e931d19
Source dataset
uspto-grants-1985_03
Patent number
US04507141

Reaction notes

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