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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 329945Generated: October 25, 2026

Sulfoxonium, trimethyl-, iodide (1:1) → 2-(2,4-Dichlorophenyl-tert.-butyl)-2-(1,2,4-triazol-1-ylmethyl)oxirane

https://huagongshe.com/reaction/329945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
Reactant4-(2,4-Dichlorophenyl)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butanoneHCID 13340382—
SolventDimethyl SulfoxideHCID 679—
SolventTetrahydrofuranHCID 8028—
Product2-(2,4-Dichlorophenyl-tert.-butyl)-2-(1,2,4-triazol-1-ylmethyl)oxiraneHCID 1334038373.7%

Reaction Steps

15.7 g (71.2 millimoles) of trimethylsulphoxonium iodide are dissolved in 16 g of dimethylsulphoxide under a nitrogen atmosphere. 9.4 g (71.2 millimoles) of potassium tert.-butylate are added at room temperature, while cooling. The mixture is subsequently stirred for 6 hours and a solution of 20 g (64.1 millimoles) of 4-(2,4-dichlorophenyl)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-2-butanone in 30 ml of tetrahydrofuran is then added. The reaction mixture is stirred at room temperature for 15 hours and under reflux for 4 hours, cooled and poured onto water. The mixture is extracted with methylene chloride and the organic phase is dried over sodium sulphate and concentrated in vacuo. 15.4 g (73.7% of theory) of 2-(2,4-dichlorophenyl-tert.-butyl)-2-(1,2,4-triazol-1-yl-methyl)-oxirane of refractive index nD20 1.5539 are obtained. ##STR13##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04894382
Source datasetuspto-grants-1990_01
ORD IDord-e2278289ddc9481da80d2ae7405298b7
Source noteuspto-grants-1990_01