HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyryl chloride → 5-n-Butyl-2-[5-(butyrylamino)-2-chlorophenyl]-4-[[2'-[N-(2-chlorobenzoyl)-sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyryl chloride | HCID 8855 | — |
| Reactant | 4''-[1-(5-Amino-2-chloro-phenyl)-3-butyl-5-oxo-1,5-dihydro-[1,2,4]triazol-4-ylmethyl]-biphenyl-2-sulfonic acid 2-chloro-benzoylamide | HCID 10032193 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 5-n-Butyl-2-[5-(butyrylamino)-2-chlorophenyl]-4-[[2'-[N-(2-chlorobenzoyl)-sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one | HCID 10439862 | 65% |
Reaction Steps
A mixture of 100 mg (0.154 mmole) of 2-(5-amino-2-chlorophenyl)-5-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (from Example 60), 18.8 mg (0.154 mmole) of 4-(dimethylamino)pyridine (DMAP), 80 μL (82 mg, 0.77 mmole) of butyryl chloride, and 1 mL of pyridine was stirred at room temperature overnight. Work-up of the reaction as in Example 57 provided a 65% yield of the title compound as a white solid, mp >130° C., homogeneous by TLC (9:1 MeOH-CH2Cl2), mass spectrum (FAB) m/e 758 (M+K)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05411980 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-bfb613ded7fe417dbedbecc26ddc5106 |
| Source note | uspto-grants-1995_05 |