HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 5-n-Butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-2-[3-(propionylamino)phenyl]-3H-1,2,4-triazol-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Propionyl bromide | HCID 69018 | — |
| Reactant | 2-(3-aminophenyl)-5-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one | HCID 10008962 | — |
| Product | 5-n-Butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-2-[3-(propionylamino)phenyl]-3H-1,2,4-triazol-3-one | HCID 10394712 | 60% |
Reaction Steps
This material was prepared from 2-(3-aminophenyl)-5-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (from Step E), sodium hydride, and propionyl bromide according to the procedure of Example 61. The crude product was flash chromatographed over silica gel to afford the title compound in 60% yield as a cream-colored solid, mp 105°-107° C., homogeneous by TLC (9:1 MeOH/CH2Cl2), mass spectrum (FAB) m/e 672 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05411980 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-28dca5f882794e8086b25de9950ced90 |
| Source note | uspto-grants-1995_05 |