HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 85325Erstellt: 24. Oktober 2026
Water → 2-[4-[Cyano-[5-[2-(4-dibutylamino-2-methoxyphenyl)vinyl]thiophene-2-yl]methylene]-2,5-cyclohexadienylidene]malonnitrile
https://huagongshe.com/de/reaction/85325
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Water | HCID 962 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Tetracyanoquinodimethane | HCID 73697 | — |
| Edukt | Dibutyl[3-methoxy-4-[2-(thiophene-2-yl)vinyl]phenyl]amine | HCID 68008836 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-[4-[Cyano-[5-[2-(4-dibutylamino-2-methoxyphenyl)vinyl]thiophene-2-yl]methylene]-2,5-cyclohexadienylidene]malonnitrile | HCID 88549272 | 14,5% |
Reaktionsschritte
In 8 ml of N,N-dimethylformamide, 375 mg (1.84 mmol) of 7,7,8,8-tetracyanoquinodimethane was dissolved. With stirring under ice cooling, 600 mg (1.75 mmol) of dibutyl[3-methoxy-4-[2-(thiophene-2-yl)vinyl]phenyl]amine was dissolved in 2 ml of N,N-dimethylformamide and added dropwise. The mixture was stirred for 1 hour and further stirred with heating at 50° C. overnight. After the reaction mixture was poured into 80 ml of water, extraction with ethyl acetate, washing with a saturated saline solution, drying over anhydrous sodium sulfate and concentration were performed. The residue was purified by silica gel column chromatography and washed with chloroform to give 132 mg of a yellowish white crystal having a mp of 211-214° C. (yield: 14.5%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08846955B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-184ab29b59fb470db7e82cfde172825b |
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| Quellennotiz | uspto-grants-2014_09 |
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