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

HRID 434378

Reaction equation

HRID 434378 reaction equation
Cl[CH2:2][C:3](=[O:8])[C:4]([CH3:7])([CH3:6])[CH3:5].[NH:9]1[CH:13]=[N:12][CH:11]=[N:10]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:5][C:4]([CH3:7])([CH3:6])[C:3](=[O:8])[CH2:2][N:9]1[CH:13]=[N:12][CH:11]=[N:10]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 74%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

13.45 g (1 mol) of 1-chloro-3,3-dimethyl-butan-2-one, 69 g (1 mol) of 1,2,4-triazole and 140 g (1 mol) of powdered potassium carbonate were heated under reflux in 500 ml of acetone for 6 hours, while stirring. Thereafter, the mixture was allowed to cool, the inorganic salt was filtered off and the filtrate was concentrated in vacuo. After treatment with diisopropyl ether, the oily residue crystallized out. After drying, 123.6 g (74% of theory) of 3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of melting point 63°-65° C. were obtained.

Workup

  1. temperatureto cool
  2. filtrationthe inorganic salt was filtered off
  3. concentrationthe filtrate was concentrated in vacuo
  4. customAfter treatment with diisopropyl ether, the oily residue crystallized out
  5. customAfter drying

Sources & evidence

ORD record
ord-d8c15482729c4ec7a030997491fe14e4
Source dataset
uspto-grants-1983_08
Patent number
US04396624

Linked notes

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