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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229460Generated: October 31, 2026

Tributylamine → HCID 18467547, compound

https://huagongshe.com/reaction/2229460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylamineHCID 7622—
ReactantPhenylacetyleneHCID 10821—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 22508742HCID 22508742—
CatalystCopper iodideHCID 83717—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetoneHCID 180—
SolventDimethylformamideHCID 6228—
ProductHCID 18467547HCID 18467547—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1-(2-chloro-4-iodobenzyl)-6-(ethoxycarbonyl)-2-methylbenzimidazole (0.91 g), phenylacetylene (1.02 g), palladium acetate (II) (0.045 g), triphenylphosphine (0.105 g), tri n-butylamin (1.12 g), copper iodide (I) (0.038 g), and N,N-dimethylformamide (5 ml) was stirred for 1 hour at 70° C. and for 30 minutes at 100° C. After cooling the reaction solution, acetone was added thereto and the solution was filtrated with celite. The filtrate was concentrated and the resulting residue was dissolved in ethyl acetate followed by washing with 1N hydrochloric acid and a 10% aqueous solution of sodium hydroxide. The organic layer was dried and concentrated to obtain crude 1-(2-chloro-4-(phenylethynyl) benzyl)-6-(ethoxycarbonyl)-2-methylbenzimidazole. This product was immediately subjected to the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420409B1
Source datasetuspto-grants-2002_07
ORD IDord-50e011a5aa96491a82a30ae912a9de24
Source noteuspto-grants-2002_07