HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → 2-(2-(4-Methoxycarbonylphenylmethyl)aminoanilin-5-yl)benzoxazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Methanol | HCID 887 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 2-(2-(4-Methoxycarbonylphenylmethyl)aminonitrobenzen-5-yl)benzoxazole | HCID 67498451 | — |
| Katalysator | Iron | HCID 23925 | — |
| Lösungsmittel | Chloroform | HCID 6212 | — |
| Produkt | 2-(2-(4-Methoxycarbonylphenylmethyl)aminoanilin-5-yl)benzoxazole | HCID 67498567 | 18,2% |
Reaktionsschritte
To 2-(2-(4-methoxycarbonylphenylmethyl)aminonitrobenzen-5-yl)benzoxazole (see Working Example 113-2) (367 mg, 0.910 mmol) was added iron powder (102 mg, 1.82 mmol), 10% aqueous acetic acid (5 mL) and methanol (7 mL), and this was heated to reflux for 16 hours. After the reaction solution was cooled, saturated aqueous sodium hydrogen carbonate solution and chloroform were added, this was filtered through Celite, and the filtrate obtained was extracted. After the organic layer obtained was dried over anhydrous sodium sulfate, it was filtered and concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (61.8 mg, 18% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08829035B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-e4345ba1d1c04e26b9671a58bffa3f66 |
| Quellennotiz | uspto-grants-2014_09 |