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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216952Generated: October 26, 2026

Imidazole → Bifonazole

https://huagongshe.com/reaction/2216952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantThionyl ChlorideHCID 24386—
ReactantThionyldiimidazoleHCID 21946057—
ReactantBiphenyl phenyl-carbinolHCID 21946058—
SolventAcetonitrileHCID 6342—
ProductBifonazoleHCID 237856%

Reaction Steps

The second and third stage of synthesis consists of making imidazole react with thionyl chloride, using acetonitrile as solvent; the operation is performed at 10° C. To the resulting thionylbisimidazole solution, biphenyl-phenyl-carbinol is added in a 1:4 molar relation to the thionyl. After fifteen hours at room temperature, the solvent is removed by vacuum distillation. The remaining is dissolved in chloroform and washed with water, the organic phase is dried over sodium sulfate; after filtering, the solvent is vacuum distilled. The resulting solid is purified by recrystallization in acetonitrile. Bifonazole is obtained in 56% yield in relation to the theoretical.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112681B2
Source datasetuspto-grants-2006_09
ORD IDord-f0a60934002844bb9e6a83d537e80381
Source noteuspto-grants-2006_09