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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250011Generated: November 3, 2026

Water → HCID 18329404, compound

https://huagongshe.com/reaction/1250011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantTetracyanoethyleneHCID 12635—
ReactantHCID 18329401HCID 18329401—
ProductHCID 18329404HCID 18329404—

Reaction Steps

Into N, N-dimethylformamide (10 ml) was dissolved 1-(4-methoxylphenyl)-2-[5-(2,2-dicyanoethenyl)-2-thienyl]-5-(2-thienyl)pyrrole (53.7 mg). After tetracyanoethylene (35.3 mg: 2.1 mol equivalents) was added to the solution, it was stirred at room temperature for 21 hours and further at 80° for 18 hours. Into the reaction mixture was added 50 ml of water, which was then extracted with chloroform (50 ml×3). The combined organic layers were subjected to drying over anhydrous magnesium sulfate and condensation under reduced pressure. The resulting residue was separated by column chromatography (silica gel, chloroform), and 1-(methoxyphenyl)-2-[5-(2,2-dicyanoethenyl)-2-thienyl]-5-[5-(tricyanoethenyl)-2-thienyl]pyrrole was obtained (31.8 mg, 0.0618 mmol., 48%). The product had the following physical values.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06335452B2
Source datasetuspto-grants-2002_01
ORD IDord-bf7d35e8774349af8f9d63227a5d87c0
Source noteuspto-grants-2002_01