HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,4-Difluoronitrobenzene → 2-(5-Fluoro-2-nitro-phenylamino)-thiophene-3-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,4-Difluoronitrobenzene | HCID 67967 | — |
| Edukt | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Edukt | 2-Aminothiophene-3-carbonitrile | HCID 736607 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 2-(5-Fluoro-2-nitro-phenylamino)-thiophene-3-carbonitrile | HCID 69211850 | 45% |
Reaktionsschritte
Combine 2,4-difluoro-1-nitro-benzene (5.24 g, 32.94 mmol), 2-aminothiophene-3-carbonitrile (4.09 g, 32.94 mmol), and DMSO (30.0 ml). Add lithium hydroxide monohydrate (2.76 g, 65.88 mmol) all at once and then stir the mixture at 55° for 22 hours. Cool the mixture to ambient temperature and then pour it onto ice chips. Extract with ethyl acetate and then wash (brine), dry (sodium sulfate), and evaporate the organic to residue. Purify the residue on silica gel using hexanes/dichloromethane (35:65) to give 3.89 g (45%) of the title compound as a red solid: mass spectrum (ion spray): m/z=262.0 (M−1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07384934B2 |
| Quelldatensatz | uspto-grants-2008_06 |
| ORD ID | ord-2c4b8a4f82994450bcaa96a83066b968 |
| Quellennotiz | uspto-grants-2008_06 |