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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1886045Generated: November 1, 2026

Iodoethane → 2-chloro-1-ethyl-1H-1,3-benzodiazole

https://huagongshe.com/reaction/1886045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
Reactant2-ChlorobenzimidazoleHCID 78572—
SolventDimethylformamideHCID 6228—
Product2-chloro-1-ethyl-1H-1,3-benzodiazoleHCID 374479661%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cooled (0° C.) stirred suspension of NaH (60% dispersion in mineral oil; 7.08 g, 0.118 mol) in DMF (100 mL) was added 2-chlorobenzimidazole (15.00 g, 0.098 mol). The mixture was warmed to room temperature and stirred for 1 hour. Ethyl iodide (18.40 g, 0.118 mol) was added and stirring was continued for 3 hours. The mixture was poured onto the ice water and the resulting off-white solid was collected by filtration to give 10.0 g (61%) of product m.p. 48°-50° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05149700
Source datasetuspto-grants-1992_09
ORD IDord-433eca85be8244e4bc52de6a8d0694dd
Source noteuspto-grants-1992_09