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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532607Generated: October 30, 2026

1-Cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate → 4,6-Dichloro-N-(propan-2-yl)-1H-benzimidazol-2-amine

https://huagongshe.com/reaction/1532607

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonateHCID 17220—
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-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 C10H11Cl2N3-(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 numberUS06204249B1
Source datasetuspto-grants-2001_03
ORD IDord-644d6e50381642b1a7c270f854007453
Source noteuspto-grants-2001_03