Thionyl Chloride → HCID 22938786, compound

HRID 856644Notes

Reaction equation

HRID 856644 reaction equation
[CH2:1]([N:3]1[CH:7]=[N:6][N:5]=[C:4]1[CH2:8]O)[CH3:2].S(Cl)([Cl:12])=O>>[ClH:12].[Cl:12][CH2:8][C:4]1[N:3]([CH2:1][CH3:2])[CH:7]=[N:6][N:5]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 229386114-Ethyl-4H-1,2,4-triazole-3-methanol

Product 1

HCID 22938786HCID 22938786, compound

Procedure

To 4-ethyl-3-hydroxymethyl-4H-1,2,4-triazole (4.6 g), thionyl chloride (36 ml) was slowly added at 0° C. The mixture was heated to reflux for 1 hour, and concentrated under reduced pressure. To the residue was added ethyl acetate and ethanol, and the precipitated crystals were collected by filtration. The crystals were washed with ethyl acetate, to give 3-chloromethyl-4-ethyl-4H-1,2,4-triazole hydrochloride (4.22 g) as orange crystals.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 1 hour
  3. concentrationconcentrated under reduced pressure
  4. additionTo the residue was added ethyl acetate and ethanol
  5. filtrationthe precipitated crystals were collected by filtration
  6. washThe crystals were washed with ethyl acetate

Sources & evidence

ORD record
ord-72fe571441664a4e9be409866d900805
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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