HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chlorobenzoic Acid → 2-[5-(Acetylamino)-2-chlorophenyl]-5-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)-sulfamoyl]-3-fluoro-5'-n-propylbiphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chlorobenzoic Acid | HCID 8374 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 19939471 | HCID 19939471 | — |
| Product | 2-[5-(Acetylamino)-2-chlorophenyl]-5-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)-sulfamoyl]-3-fluoro-5'-n-propylbiphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one | HCID 10078800 | 56% |
Reaction Steps
Reaction of 2-[5-(acetylamino)-2-chlorophenyl]-5-n-butyl-2,4-dihydro-4-[(3-fluoro-5'-n-propyl-2'-sulfamoylbiphenyl-4-yl)methyl]-3H-1,2,4-triazol-3-one (from Step E) with 2-chlorobenzoic acid (2 equivalents), CDI (2 equiv), and DBU (2 equiv) according to the procedure of Example 69 gave a 56% yield of the title compound as a white, glassy solid, mp 144°-146° C.; homogeneous by TLC (95:5 CH2Cl2 --MeOH); mass spectrum (FAB) m/e 752 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05411980 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-e7b666d145f24557bca2ca0b401c377a |
| Source note | uspto-grants-1995_05 |