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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960107Generated: October 30, 2026

Methyl iodide → 6-Chloro-5-iodo-2-(methylthio)-1H-benzo[d]imidazole

https://huagongshe.com/reaction/1960107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-6-iodo-1H-benzo[d]imidazole-2(3H)-thioneHCID 57481468—
SolventAcetoneHCID 180—
Product6-Chloro-5-iodo-2-(methylthio)-1H-benzo[d]imidazoleHCID 57481488—

Reaction Steps

K2CO3 (0.22 g, 1.61 mmol), followed by iodomethane (0.1 mL, 1.61 mmol), was added to a solution of 5-chloro-6-iodo-1,3-dihydro-2H-benzimidazole-2-thione (1 g, 3.22 mmol) in acetone (20 mL) at 0° C. The reaction was stirred at rt for 1 h. Additional K2CO3 (1.61 mmol) and iodomethane (1.61 mmol) were added, and stirring continued at rt overnight. Volatiles were removed and the residue was partitioned between EtOAc and water. Concentration afforded the desired product as a white foam, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410284B2
Source datasetuspto-grants-2013_04
ORD IDord-63029c3c2b7649c3b0c048f9fd5b42c1
Source noteuspto-grants-2013_04