HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 1-{3-[(1,3-Benzothiazol-2-yl)methoxy]phenyl}pyrrolidine-2,5-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 2-(Chloromethyl)benzothiazole | HCID 304978 | — |
| Edukt | Methyl 4-(3-hydroxyanilino)-4-oxobutanoate | HCID 13491817 | — |
| Katalysator | Potassium Iodide | HCID 4875 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | 1-{3-[(1,3-Benzothiazol-2-yl)methoxy]phenyl}pyrrolidine-2,5-dione | HCID 13491818 | 60,9% |
Reaktionsschritte
A mixture of 4-[[3-(hydroxy)phenyl]amino]-4-oxobutanoic acid, methyl ester (1.45 g, 6.5 mmol), 2-chloromethylbenzothiazole (1.20 g, 6.5 mmol), cesium carbonate (1.0 g), sodium carbonate (0.7 g), potassium iodide (5 mg) and acetone (60 ml) is heated at reflux for 2 hours. The reaction is filtered through a pad of Celite and silica gel and the solvent is removed in vacuo. Recrystallization from acetone gives 1.34 g (56% yield) of product, m.p. 175°-176° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04550172 |
| Quelldatensatz | uspto-grants-1985_10 |
| ORD ID | ord-344a4a7e534e487d9fdbceb644f876a5 |
| Quellennotiz | uspto-grants-1985_10 |