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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238352Generated: October 29, 2026

Dimethylformamide → HCID 57458240, compound

https://huagongshe.com/reaction/238352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
Reactant3-Bromobenzene-1-sulfonamideHCID 2734765—
CatalystTriphenylphosphineHCID 11776—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
ProductHCID 57458240HCID 5745824085.3%

Reaction Steps

A dimethylformamide (30 mL) solution of 3-bromobenzenesulfonamide (13.7 g), trimethylsilylacetylene (5.18 g), copper(I) iodide (65 mg), bis(triphenylphosphine)palladium(II) dichloride (400 mg), triphenylphosphine (300 mg) and triethylamine (15.0 mL) was stirred at 80° C. for 6 hours. Thereafter, the reaction solution was added to water, and the obtained solution was then extracted with ethyl acetate. The organic layer was successively washed with water and a saturated saline, and was then dried over anhydrous magnesium sulfate, followed by vacuum concentration. The residue was purified by column chromatography (silica gel 60 N, hexane:ethyl acetate=4:1 to 3:1), so as to obtain the title compound (11.4 g) in the form of a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642626B2
Source datasetuspto-grants-2014_02
ORD IDord-637e17ccc9364bf2855e2fd9fbcee922
Source noteuspto-grants-2014_02