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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227173Generated: October 30, 2026

1-Cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate → 5,6-Difluoro-2-(isopropylamino)-1H-benzimidazole

https://huagongshe.com/reaction/2227173

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonateHCID 17220—
ReactantIsopropyl IsothiocyanateHCID 75263—
Reactant1,2-Diamino-4,5-difluorobenzeneHCID 2736755—
SolventPyridineHCID 1049—
Product5,6-Difluoro-2-(isopropylamino)-1H-benzimidazoleHCID 2299542453%

Reaction Steps

4,5-Difluoro-1,2-phenylenediamine (2.87 g, 19.91 mmol), isopropyl isothiocyanate (2.19 g, 21.65 mmol), 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (11.38 g, 26.87 mmol) and pyridine (75 mL) were used according to general method I. The product was recrystallized from 1,4-dioxane to afford 2.23 g (53%) of a white solid; m.p. 188-189° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06413938B1
Source datasetuspto-grants-2002_07
ORD IDord-23ba9169aaac4556a5e743ff19a68f36
Source noteuspto-grants-2002_07