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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480968Generated: October 25, 2026

p-Toluenesulfonic acid monohydrate → HCID 178462409, compound

https://huagongshe.com/reaction/480968

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant(2R,3R)-2-(2,4-difluorophenyl)-3-[[1-(hydroxymethyl)-2-hydroxyethyl]-thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanolHCID 10594623—
ReactantN-(4-cyanobenzyl)-4-formylbenzamideHCID 18766296—
ProductHCID 178462409HCID 17846240934%

Reaction Steps

In the same manner as that described in Example 1(2), a reaction was carried out using N-(4-cyanobenzyl)-4-formylbenzamide, obtained in Example 26(1) (200 mg, 0.76 mmol), (2R,3R)-2-(2,4-difluorophenyl)-3-[[1-(hydroxymethyl)-2-hydroxyethyl]thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanol (237 mg, 0.66 mmol) and p-toluenesulfonic acid monohydrate (151 mg, 0.79 mmol) and the reaction mixture was treated using a similar procedure to that described in Example 1(2) to afford the trans isomer of the title compound (137 mg, yield 34%) as a white solid and the cis isomer (82 mg, yield 21%) as a white solid. The trans isomer was recrystallized from tetrahydrofuran-hexane to give white powdery crystals and the cis isomer was recrystallized from ethyl acetate to give white powdery cryatals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06653330B2
Source datasetuspto-grants-2003_11
ORD IDord-542411bdd91e436bb3463befd3d2faa2
Source noteuspto-grants-2003_11