Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167089Generated: October 28, 2026

p-Toluenesulfonic acid → 4,6-Dichloro-N-(propan-2-yl)-1H-benzimidazol-2-amine

https://huagongshe.com/reaction/1167089

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantIsopropyl IsothiocyanateHCID 75263—
Reactant3,5-Dichlorobenzene-1,2-diamineHCID 4276835—
SolventPyridineHCID 1049—
Product4,6-Dichloro-N-(propan-2-yl)-1H-benzimidazol-2-amineHCID 2299544060%

Reaction Steps

3,5-Dichloro-1,2-phenylenediamine (1.30 g, 7.32 mmol), isopropyl isothiocyanate (0.81 g, 8.00 mmol), 1-cyclohexyl-1-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (4.19 g, 9.89 mmol) and pyridine (25 mL) were used according to general procedure I. The product was recrystallized from 1,4-dioxane to afford 1.07 g (60%) of a white solid. Anal. calcd for C10H11Cl12N3-(0.25 C4H8O2): C, 49.64; H, 4.92; N, 15.79. Found: C, 49.54; H, 4.94; N, 15.79.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06617315B1
Source datasetuspto-grants-2003_09
ORD IDord-c604254bdf394f2c87cdb80dddb6d7a1
Source noteuspto-grants-2003_09