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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584435Generated: October 31, 2026

Ethyl Acetate → 1-ethoxycarbonyl-4-(1-(5-(ethoxycarbonyl)fur-2-ylmethyl)-1H-benzimidazol-2-yl)[1,4]diazepane

https://huagongshe.com/reaction/1584435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 5-(chloromethyl)-2-furancarboxylateHCID 263166—
Reactant1-ethoxycarbonyl-4-(1H-benzimidazol-2-yl)[1,4]diazepaneHCID 18465091—
SolventDimethylformamideHCID 6228—
Product1-ethoxycarbonyl-4-(1-(5-(ethoxycarbonyl)fur-2-ylmethyl)-1H-benzimidazol-2-yl)[1,4]diazepaneHCID 18464429—

Reaction Steps

Combine 1-ethoxycarbonyl-4-(1H-benzimidazol-2-yl)[1,4]diazepane (10 mmol) and sodium hydride (10 mmol) in dimethylformamide (20 mL). After gas evolution ceases, add ethyl 5-chloromethyl-2-furoate (10 mmol) and stir. After 3 days, evaporate in vacuo to give a residue. Combine the residue and ethyl acetate. Extract with water and brine. Dry the organic layer over Na2SO4, filter, and evaporate in vacuo to give 1-ethoxycarbonyl-4-(1-(5-(ethoxycarbonyl)fur-2-ylmethyl)-1H-benzimidazol-2-yl)[1,4]diazepane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05932571
Source datasetuspto-grants-1999_08
ORD IDord-2f22758fe6384dd5bf5c42e9a944a682
Source noteuspto-grants-1999_08