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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324917Generated: October 26, 2026

O-Phenylenediamine → 2-(1H-Benzimidazol-2-yl)-1,3-benzothiazole

https://huagongshe.com/reaction/324917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
Reactant2-MethylbenzothiazoleHCID 8446—
ReactantSulfurHCID 5362487—
SolventPyridineHCID 1049—
SolventSodium chloride; waterHCID 57417360—
Product2-(1H-Benzimidazol-2-yl)-1,3-benzothiazoleHCID 37387813.7%

Reaction Steps

The heterogeneous mixture consisting of methylbenzothiazole (59.6 g, 0.4 mol), ortho-phenylenediamine (43.2 g, 0.4 mol) and sulfur (38.4 g, 1.2 mol) in 300 ml of pyridine was heated at the reflux point of pyridine for 22 hours. The reaction mixture was cooled and poured into a solution of brine. After extraction with ethyl acetate, washing of the organic phase 3 times with water, drying over sodium sulfate and concentration of the solvent under vacuum, the solid obtained was washed with acetone. After drying, 2-(1H-benzimidazol-2-yl)benzothiazole (13.8 g, yield: 13%) was obtained in the form of a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06221343B1
Source datasetuspto-grants-2001_04
ORD IDord-2d6cc20732844b04a3fbfb1784cb370e
Source noteuspto-grants-2001_04