HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Naphthalic anhydride → 8-(6-Ethylamino-3-ethylimino-2,7-dimethyl-3H-xanthen-9-yl)naphthalene-carboxylic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Naphthalic anhydride | HCID 6693 | — |
| Edukt | 3-Ethylamino-4-methylphenol | HCID 8428 | — |
| Lösungsmittel | Sulfuric Acid | HCID 1118 | — |
| Produkt | 8-(6-Ethylamino-3-ethylimino-2,7-dimethyl-3H-xanthen-9-yl)naphthalene-carboxylic acid | HCID 21988382 | 10,8% |
Reaktionsschritte
3-Ethylamino-4-methyl-phenol (0.3 g, 2 mmol) and benzo[de]isochromene-1,3-dione (0.2 g, 1 mmol) in sulfuric acid (3 ml) was heated to 150° C. over a period of 6 h. The reaction mixture was pouring into crushed ice, allowed to stand over a period of 1 h and the precipitate was filtered. The filtrate was neutralized with concentrated ammonium hydroxide and concentrated to give a dark purple residue. Purification via preparatory layer chromatography (PLC, 1 mm silica gel, 9/1 DCM: MeOH, 2% AcOH) gave the title compound (50 mg). ABS λmax=527 nm (EtOH).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07091348B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-d406d35cc3c140e4a123a0c440055f56 |
| Quellennotiz | uspto-grants-2006_08 |