HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hexane → N,N,5-Trimethyl-4-[(2,3,4,9-tetrahydro-9-methyl-4-oxo-1H-carbazol-3-yl) methyl]-1H-imidazole-1-sulphonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hexane | HCID 8058 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Dimethylsulphamoyl chloride | HCID 83372 | — |
| Edukt | GR 67330 | HCID 172316 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N,N,5-Trimethyl-4-[(2,3,4,9-tetrahydro-9-methyl-4-oxo-1H-carbazol-3-yl) methyl]-1H-imidazole-1-sulphonamide | HCID 14233929 | — |
Reaktionsschritte
A solution of dimethylsulphamoyl chloride (0.16 ml) in dry dichloromethane was added to a stirred solution of 1,2,3,9-tetrahydro-9-methyl-3-[(5-methyl-1H-imidazol-4-yl)methyl]-4H-carbazol-4-one (438 mg) and triethylamine (0.25 ml) in dry dichloromethane (30 ml) and the mixture was heated at reflux for 18 h. After cooling the reaction mixture was adsorbed onto FCC silica which was then applied to a column and FCC eluting with System A (150:8:1) gave an oil, which solidified to a powder on trituration with dry hexane (30 ml). This powder was then further purified by dissolution in dry dichloromethane (30 ml) and crystallisation by addition of dry hexane (10 ml) to give the title compound (518 mg), m.p. 122°-124°.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04822881 |
| Quelldatensatz | uspto-grants-1989_04 |
| ORD ID | ord-92df16e5fce8404c882045c4791a01ea |
| Quellennotiz | uspto-grants-1989_04 |