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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1977369Generated: November 2, 2026

Acetic Acid → 1H-Benzimidazole, 2-propoxy-

https://huagongshe.com/reaction/1977369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantO-PhenylenediamineHCID 7243—
ReactantEthyl AcetateHCID 8857—
SolventPropyl orthocarbonateHCID 86586169—
Product1H-Benzimidazole, 2-propoxy-HCID 3040605—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of o-phenylenediamine (2 g) in propyl orthocarbonate (5 ml) was added acetic acid (1.1 ml) and the solution was stirred at 80° C. for 3 hours. To the reaction mixture was added ethyl acetate, and the solution was washed with an aqueous solution of sodium hydrogen carbonate and water, then dried (Na2SO4), followed by concentration to dryness. The concentrate was purified by column chromatography on silica gel to give crystals. Recrystallization from ethyl acetate-benzene afforded colorless crystals (1.54 g, 47%), m.p. 163-164° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06232334B1
Source datasetuspto-grants-2001_05
ORD IDord-ed0aa7e69ee748febbd4af2007044ad0
Source noteuspto-grants-2001_05