Thionyl Chloride → HCID 12945122, compound

HRID 851686Notes

Reaction equation

HRID 851686 reaction equation
[Cl:1][C:2]([Cl:18])([Cl:17])[CH:3](O)[CH:4]([N:11]1[CH:15]=[N:14][CH:13]=[N:12]1)[C:5](=[O:10])[C:6]([CH3:9])([CH3:8])[CH3:7].S(Cl)([Cl:21])=O>>[Cl:1][C:2]([Cl:18])([Cl:17])[CH:3]([Cl:21])[CH:4]([N:11]1[CH:15]=[N:14][CH:13]=[N:12]1)[C:5](=[O:10])[C:6]([CH3:9])([CH3:8])[CH3:7]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 12902576HCID 12902576, compound

Product 1

HCID 12945122HCID 12945122, compoundYield 98%

Conditions

Temperature
60 °C

Procedure

393.3 g (1.25 mol) of 1,1,1-trichloro-2-hydroxy-3-(1,2,4-triazol-1-yl)-5,5-dimethyl-hexan-4-one were introduced into 750 ml of thionyl chloride, while stirring, and the mixture was heated to 60° C. for 36 hours. Thereafter, the excess thionyl chloride was distilled off in vacuo. The residue was taken up in 1.5 liters of methylene chloride and the methylene chloride mixture was washed with 10% strength sodium bicarbonate solution until neutral, dried over sodium sulphate and concentrated by distilling off the solvent in vacuo. 408.9 g (98% of theory) of 1,1,1,2-tetrachloro-3-(1,2,4-triazol-1-yl)-5,5-dimethyl-hexan-4-one of melting point 111°-113° C. were obtained.

Workup

  1. distillationThereafter, the excess thionyl chloride was distilled off in vacuo
  2. washthe methylene chloride mixture was washed with 10% strength sodium bicarbonate solution until neutral,
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated
  5. distillationby distilling off the solvent in vacuo

Sources & evidence

ORD record
ord-b96e3641b3aa48cb85dfa95ff87c0544
Source dataset
uspto-grants-1983_05
Patent number
US04386088

Reaction notes

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