HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Propionyl bromide → 5-n-Butyl-2-[2-chloro-5-(propionylamino)phenyl]-2,4-dihydro-4-[[2'-[N-(2-phenoxybenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Propionyl bromide | HCID 69018 | — |
| Edukt | 2-[5-amino-2-chlorophenyl]-5-n-butyl-2,4-dihydro-4-[[2'-[N-(2-phenoxybenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one | HCID 19939384 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 5-n-Butyl-2-[2-chloro-5-(propionylamino)phenyl]-2,4-dihydro-4-[[2'-[N-(2-phenoxybenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one | HCID 19939391 | 65% |
Reaktionsschritte
By the procedure of Example 69, 2-[5-amino-2-chlorophenyl]-5-n-butyl-2,4-dihydro-4-[[2'-[N-(2-phenoxybenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one (from Step B) was reacted with propionyl bromide in the presence of DMAP. The crude product was reconcentrated from toluene and flash chromatographed on silica gel (gradient elution with 1-2% MeOH in CH2Cl2) to give a 65% yield of the title compound as a stiff foam, mp 113°-116° C.; homogeneous by TLC in 9:1 CH2Cl2 ; mass spectrum (FAB) m/e 764 (M+1)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05411980 |
| Quelldatensatz | uspto-grants-1995_05 |
| ORD ID | ord-cbf438c3663646cc9cb4da676df9d912 |
| Quellennotiz | uspto-grants-1995_05 |