Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Tetracyanoethylene | HCID 12635 | — |
| Reactant | HCID 18329401 | HCID 18329401 | — |
| Product | HCID 18329404 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06335452B2 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-bf7d35e8774349af8f9d63227a5d87c0 |
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| Source note | uspto-grants-2002_01 |
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