HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Saccharin → N-(phenylsulfonyl)-benzo-1,2,3-thiadiazole-7-carboxylic acid amide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Saccharin | HCID 5143 | — |
| Edukt | Sodium | HCID 5360545 | — |
| Edukt | 1,2,3-Benzothiadiazole-7-carbonyl chloride | HCID 18377607 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(phenylsulfonyl)-benzo-1,2,3-thiadiazole-7-carboxylic acid amide | HCID 54415936 | — |
Reaktionsschritte
After the addition of a spatula tip of 4-dimethylaminopyridine to a suspension of 4 g of the sodium salt of saccharin in 60 ml of methylene chloride, a solution of 3.9 g of benzo-1,2,3-thiadiazole-7-carboxylic acidchloride in 20 ml of methylene chloride is added dropwise at a maximum of 20° C. The mixture is stirred overnight at room temperature and thenext day the suspension is poured onto ice-water and extracted with ethyl acetate. The extracts are washed with dilute sodium hydrogen carbonate solution and water, dried and concentrated by evaporation. The residue is recrystallised from tetrahydrofuran/hexane to yield the title compound having a melting point of 173°-175° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05051436 |
| Quelldatensatz | uspto-grants-1991_09 |
| ORD ID | ord-57fb4903711c4e029181b8fde5791f12 |
| Quellennotiz | uspto-grants-1991_09 |