HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Aminothiazole → 4-Iodo-N-(thiazol-2-yl)benzenesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Aminothiazole | HCID 2155 | — |
| Edukt | 4-Iodobenzenesulfonyl chloride | HCID 7399 | — |
| Edukt | 1,2,4-Thiadiazol-5-amine--hydrogen chloride (1/1) | HCID 22014543 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 4-Iodo-N-(thiazol-2-yl)benzenesulfonamide | HCID 1019318 | 38% |
Reaktionsschritte
To a stirring solution of 2-aminothiazole (13.2 g, 132.2 mmol) and pyridine (20 mL) under N2, at 0° C., was added pipsyl chloride (20.0 g, 55.1 mmol). The mixture was stirred at ambient temperature for 17 hours. CH2Cl2/MeOH-2/1 (100 mL) was added. The mixture was filtered and the filtrate was purified via silica gel chromatography using 5% MeOH in CH2Cl2. The solid was triturated with CH2Cl2 to obtain the desired sulfonamide as a white solid (8.4 g, 20.9 mmol, 38% yield). 1H NMR (400 MHz, DMSO-d6) δ 12.83 (s, 1H), 7.94-7.90 (m, 2H), 7.57-7.54 (m, 2H), 7.26 (d, J=4.6 Hz, 1H), 6.86 (d, J=4.6 Hz, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08841282B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-9b26e25ad7924231ad93b93669dc473c |
| Quellennotiz | uspto-grants-2014_09 |