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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112825Generated: November 1, 2026

Ammonia → 5-iodo-2-pyrrolidin-1-yl-1H-benzimidazole

https://huagongshe.com/reaction/2112825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantEthylenediamineHCID 3301—
ReactantSodium IodideHCID 5238—
ReactantHCID 178419330HCID 178419330—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product5-iodo-2-pyrrolidin-1-yl-1H-benzimidazoleHCID 178506539—

Reaction Conditions

Temperature110 °C

Reaction Steps

0.48 g (1.8 mmol) of 5-bromo-2-pyrrolidin-1-yl-1H-benzimidazole and 34 mg (0.18 mmol) of CuI are placed in a round flask. The reaction vessel is flushed with argon. Then 0.54 g (3.6 mmol) of NaI, 32 mg (0.36 mmol) of dimethylenediamine, and 3 mL of 1,4-dioxane are added under argon. The reaction mixture is stirred for 14 hours at 110° C. Subsequently, the cooled reaction mixture is combined with concentrated ammonia solution, diluted with water, and the precipitate formed is filtered off. The solid is stirred with methanol and again filtered. Yield: 0.3 g (53% of theoretical); C11H12IN3 (M=313.13); calc.: molpeak (M+H)+: 314; found: molpeak (M)+: 314.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07524862B2
Source datasetuspto-grants-2009_04
ORD IDord-03671c1e21084e4ab6761c9ecacc257f
Source noteuspto-grants-2009_04