1H-1,2,4-Triazole → HCID 13295582, compound

HRID 1731314Notes

Reaction equation

HRID 1731314 reaction equation
Cl[CH2:2][C:3]1([CH2:6]Cl)[CH2:5][O:4]1.[NH:8]1[CH:12]=[N:11][CH:10]=[N:9]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[N:8]1([CH2:2][C:3]([OH:4])([CH2:6][N:11]2[CH:10]=[N:9][N:8]=[CH:12]2)[CH2:5][N:8]2[CH:12]=[N:11][CH:10]=[N:9]2)[CH:12]=[N:11][CH:10]=[N:9]1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 127317282,2-Bis(chloromethyl)oxirane

Product 1

HCID 13295582HCID 13295582, compoundYield 10.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

28.2 g (0.2 mol) of 2,2-di(chloromethyl)-oxirane are added dropwise to a mixture of 82.5 g (1.2 mol) of 1,2,4-triazole and 82.5 g (0.6 mol) of potassium carbonate in 400 ml of acetone, whilst stirring. The reaction mixture is stirred under reflux for 50 hours and filtered and the filtrate is concentrated in vacuo. The oily residue is chromatographed (silica gel 60, Merck, chloroform/methanol=20/1). 5.9 g (10.7% of theory) of 1,3-di-(1,2,4-triazol-1-yl)-2-hydroxy-2-(1,2,4-triazol-4-yl-methyl)-propane of melting point 220° C. are obtained.

Workup

  1. stirringThe reaction mixture is stirred
  2. temperatureunder reflux for 50 hours
  3. filtrationfiltered
  4. concentrationthe filtrate is concentrated in vacuo
  5. customThe oily residue is chromatographed (silica gel 60, Merck, chloroform/methanol=20/1)

Sources & evidence

ORD record
ord-761fdfe7147b47c4ae2c9f2c6db8ced7
Source dataset
uspto-grants-1986_11
Patent number
US04621095

Reaction notes

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