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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789040Generated: October 30, 2026

Tetrafluoro-m-phenylenediamine dihydrochloride → 5-difluoromethoxy-2-[(4-methoxy-3-methyl-2-pyridyl)methylthio]-4,6-dimethyl-1H-benzimidazole

https://huagongshe.com/reaction/1789040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant2-(Chloromethyl)-4-methoxy-3-methylpyridine--hydrogen chloride (1/1)HCID 11513982—
ReactantHCID 178422367HCID 178422367—
SolventIsopropanolHCID 3776—
Product5-difluoromethoxy-2-[(4-methoxy-3-methyl-2-pyridyl)methylthio]-4,6-dimethyl-1H-benzimidazoleHCID 20189543—

Reaction Steps

2.0 g of 5-difluoromethoxy-4,6-dimethyl-1H-benzimidazole-2-thiol and 1.72 g of 2-chloromethyl-4-methoxy-3-methylpyridine hydrochloride are heated in 30 ml of 2-propanol for 4 h to the boil. This gives 3.6 g of the dihydrochloride of the title compound. This is dissolved in water and concentrated hydrochloric acid, the solution is clarified with activated charcoal, the product is precipitated with dilute sodium hydroxide solution and the precipitate is recrystallised from butanol. This gives 2.6 g (85%) of the title compound (m.p. 190°-191° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04686230
Source datasetuspto-grants-1987_08
ORD IDord-c5373432472a4323af3eae21f7fcb069
Source noteuspto-grants-1987_08