Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1472768Generated: October 30, 2026

Dimethylformamide → 4,5-Dibromothiophene-2-carbonitrile

https://huagongshe.com/reaction/1472768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCyanuric chlorideHCID 7954—
Reactant4,5-Dibromothiophene-2-carboxamideHCID 15790563—
SolventWaterHCID 962—
Product4,5-Dibromothiophene-2-carbonitrileHCID 2326227692.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

An oven-dried round-bottomed flask was charged with 4,5-dibromothiophene-2-carboxamide (4.28 g, 15.0 mmol) and 20 mL of DMF under an argon atmosphere. The solution was cooled on an ice-water bath, and cyanuric chloride (1.81 g, 9.8 mmol) was then added in one portion. After stirring at 0° C. for 1 h, the reaction mixture was warmed to room temperature, and stirred for a further 3 h. 100 mL of water was added. A white solid was formed, which was collected through suction filtration, washed with water, and dried together with phosphorous pentoxide under vacuum to afford 3.70 g (92%) of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012655B2
Source datasetuspto-grants-2015_04
ORD IDord-f0b9f32756644b6796987a37866b72f5
Source noteuspto-grants-2015_04