HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Chlorobenzenesulfonyl chloride → N-(5-bromo-thiophen-2-ylmethyl)-2-chloro-benzenesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Chlorobenzenesulfonyl chloride | HCID 76187 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | (5-Bromothiophen-2-yl)methanamine | HCID 23130577 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(5-bromo-thiophen-2-ylmethyl)-2-chloro-benzenesulfonamide | HCID 35408985 | 43,5% |
Reaktionsschritte
To a stirred suspension of 1-(5-bromo-2-thienyl)methanamine (1.00 g) in dichloromethane (15 mL) were slowly added 2-chlorobenzenesulfonyl chloride (1.18 g) and N,N-diisopropyl ethyl amine (0.76 g) at 0° C. After 15 min the ice bath was removed and the mixture was stirred at r.t. for 1.5 h. The mixture was diluted with dichloromethane and washed with 0.5 M HCl and with water. The organic phase was dried (MgSO4), filtered and concentrated under reduced pressure. The product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 95:5 to ethyl acetate) to give N-(5-bromo-thiophen-2-ylmethyl)-2-chloro-benzenesulfonamide (0.83 g) as a colorless solid. MS: 363.9 ([M−H]−)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08039493B2 |
| Quelldatensatz | uspto-grants-2011_10 |
| ORD ID | ord-7e0bb01514dc415b93d1ff57b31235ce |
| Quellennotiz | uspto-grants-2011_10 |