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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77065Generated: October 25, 2026

Oxalic Acid → 2-(3-Bromophenyl)benzimidazole

https://huagongshe.com/reaction/77065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
Reactant3-BromobenzaldehydeHCID 76583—
Reactant1,2-Diaminobenzene (D4, 98%)HCID 10772950—
SolventWater ethanolHCID 19096565—
Product2-(3-Bromophenyl)benzimidazoleHCID 27882226.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Method 1—Step a O-phenylenediamine (81.8 g, 756.6 mmol) and oxalic acid (3.40 g, 37.8 mmol) were completely dissolved in EtOH—H2O/1:1 (2 L) previously warmed at 80° C. 3-Bromobenzaldehyde (44.10 mL, 378.30 mmol) was then added dropwise to the solution. The reaction mixture was stirred overnight at 70° C. to the open air. The day after solid was filtered off and triturated with MeOH (150 mL) to give the product as a pale yellow solid (27.50 g). 3.8 g were recovered from the mother liquors. Total yield 31.30 g (30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835648B2
Source datasetuspto-grants-2014_09
ORD IDord-deb0a06724304497a43c4cc34d772a92
Source noteuspto-grants-2014_09