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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410165Generated: October 27, 2026

O-Phenylenediamine → 4-((1H-Benzo[D]imidazol-2-YL)methyl)phenol

https://huagongshe.com/reaction/410165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
ReactantBenzeneacetic acid, 4-hydroxy-, methyl esterHCID 518900—
SolventMethanolHCID 887—
Product4-((1H-Benzo[D]imidazol-2-YL)methyl)phenolHCID 393986—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of methyl 2-(4-hydroxyphenyl)acetate (40.0 g, 241 mmol) and benzene-1,2-diamine (26.0 g, 241 mmol) in a sealed vessel was heated to 150° C. for 18 h. After cooling to room temperature, the mixture was diluted with MeOH and heated to 100 C for 1 h. The mixture was cooled to −20 C overnight, then filtered to collect 25.8 g (48%) of a lavender solid. MS (ESI, pos. ion) m/z: 225 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759532B2
Source datasetuspto-grants-2014_06
ORD IDord-6b25f92adbee4a7f9c665df2b87e7696
Source noteuspto-grants-2014_06