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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1031172Generated: October 27, 2026

2-Chlorobenzimidazole → N-Methyl-N-(1-methyl-3-pyrrolidinyl)-1H-benzimidazol-2-amine

https://huagongshe.com/reaction/1031172

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzimidazoleHCID 78572—
ReactantN,1-dimethylpyrrolidin-3-amineHCID 2758520—
SolventSodium HydroxideHCID 14798—
ProductN-Methyl-N-(1-methyl-3-pyrrolidinyl)-1H-benzimidazol-2-amineHCID 1981977340%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2-chlorobenzimidazole (25 g, 0.165 mol) and 3-methylamino-1-methylpyrrolidine (72 g, 0.63 mol) was heated at 120° C. with an oil bath for 18 hr. After cooling, 500 ml of 2.5N NaOH solution was added and the mixture extracted twice with 100 ml portions of methylene chloride. The methylene chloride extracts were combined and washed successively with 2×100 ml portions of 2.5N NaOH solution and 3×100 ml portions of water. The methylene chloride solution was dried (Na2SO4) and concentrated to obtain 15 g of product (40% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05109013
Source datasetuspto-grants-1992_04
ORD IDord-0ea9a0144697450ab80f4489e9bc5bd8
Source noteuspto-grants-1992_04