1H-1,2,4-Triazole → 1-(1-Butoxyethyl)-1H-1,2,4-triazole

HRID 1447017Notes

Reaction equation

HRID 1447017 reaction equation
Cl[CH:2]([O:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH3:3].[NH:9]1[CH:13]=[N:12][CH:11]=[N:10]1>C(#N)C>[N:9]1([CH:2]([O:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH3:3])[CH:13]=[N:12][CH:11]=[N:10]1

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 12617703HCID 12617703, compound

Product 1

HCID 126262961-(1-Butoxyethyl)-1H-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Crude n-butyl 1-chloroethyl ether (Straus and Weber, Ann, 1932, 498, 124) was treated with 1,2,4-triazole (2.4 g) in acetonitrile (50 ml) to give at once a precipitate. The mixture was refluxed for 2 hours. The solvent was removed under reduced pressure. The residue was treated with water and extracted with diethyl ether. The ethereal layer was washed with water and dried over magnesium sulphate, and the solvent was removed to give the title product as a colourless oil, which was shown by GLC to be 95% pure.

Workup

  1. customto give at once a precipitate
  2. temperatureThe mixture was refluxed for 2 hours
  3. customThe solvent was removed under reduced pressure
  4. additionThe residue was treated with water
  5. extractionextracted with diethyl ether
  6. washThe ethereal layer was washed with water
  7. dry with materialdried over magnesium sulphate
  8. customthe solvent was removed

Sources & evidence

ORD record
ord-11bb8d243a1a4747983ad5df63fb934e
Source dataset
uspto-grants-1982_02
Patent number
US04315016

Reaction notes

Loading…