Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205291Generated: November 1, 2026

4-Chloro-1,2-diaminobenzene → HCID 178452617, compound

https://huagongshe.com/reaction/2205291

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-1,2-diaminobenzeneHCID 7263—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3-[(tert-Butoxycarbonyl)amino]oxolane-3-carboxylic acidHCID 45026943—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178452617HCID 17845261781.8%

Reaction Steps

N,N′-Dicyclohexylcarbodiimide (1.75 g, 8.5 mmol) is added portionwise at 0° C. to 4-chloro-o-phenylenediamine (1.21 g, 8.5 mmol) and 3-tert-Butoxycarbonylamino-tetrahydro-furan-3-carboxylic acid (1.97 g, 8.5 mmol) in THF (50 mL). After stirring overnight at rt, the reaction mixture was filtered and evaporated under reduced pressure to give a residue that is purified by flash chromatography (eluent 0-5% EtOH/DCM) to furnish [3-(5-Chloro-1H-benzoimidazol-2-yl)-tetrahydro-furan-3-yl]-carbamic acid tert-butyl ester (2.35 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371282B2
Source datasetuspto-grants-2016_06
ORD IDord-3f2ffaa4fcfb460bb47f72d2412de11b
Source noteuspto-grants-2016_06