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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494329Generated: October 30, 2026

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

https://huagongshe.com/reaction/494329

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 numberUS07538133B2
Source datasetuspto-grants-2009_05
ORD IDord-910b576fab2c420a8afa248ef20cf016
Source noteuspto-grants-2009_05