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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1081676Generated: October 31, 2026

Tetrafluoro-m-phenylenediamine dihydrochloride → 2-{[[4-(2-Furylmethylthio)-3-methyl-2-pyridinyl]methyl]thio}-1H-benzimidazole dihydrochloride

https://huagongshe.com/reaction/1081676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant2-Chloromethyl-4-(2-furylmethylthio)-3-methylpyridine hydrochlorideHCID 22460771—
ReactantHCID 178527775HCID 178527775—
SolventIsopropanolHCID 3776—
Product2-{[[4-(2-Furylmethylthio)-3-methyl-2-pyridinyl]methyl]thio}-1H-benzimidazole dihydrochlorideHCID 2336301390%

Reaction Steps

The compound of Example 1 can also be prepared via the corresponding dihydrochloride, by refluxing 2-mercapto-1H-benzimidazole (1.5 g/10 mmol) in 30 ml of isopropanol with 2-chloromethyl-4-(2-furylmethylthio)-3-methylpyridine hydrochloride (10 mmol) for 5 h, cooling, removing the precipitated solid by filtration and recrystallizing this from isopropanol/water. This gives the title compound (yield 90%) as a colorless solid of m.p. 208° C. (decomp.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05587389
Source datasetuspto-grants-1996_12
ORD IDord-cb48ea72063f433fa68bfddd682c1610
Source noteuspto-grants-1996_12