HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 4-[5-(2,2'-Dimethylbiphenyl-4-yl)-1,2,4-oxadiazol-3-yl]benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | p-Cyanobenzenesulphonamide | HCID 76566 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-hydroxy-4-sulfamoylbenzene-1-carboximidamide | HCID 612025 | — |
| Reactant | 2,2'-Dimethyl-[1,1'-biphenyl]-4-carboxylic acid | HCID 21937303 | — |
| Product | 4-[5-(2,2'-Dimethylbiphenyl-4-yl)-1,2,4-oxadiazol-3-yl]benzenesulfonamide | HCID 25256471 | — |
Reaction Steps
Oxalyl chloride (134 mL; 1.59 mmol), Intermediate 3 (120 mg; 0.53 mmol), 4-(aminosulfonyl)-N′-hydroxybenzenecarboximidamide, prepared as described in WO 2006/013104 A1 from 4-cyanobenzene-1-sulfonamide (ABCR; CD10716), (114 mg; 0.53 mmol, 1 eq.) and DIEA (274 mL; 1.59 mmol) were reacted according to the procedure described for Example 38. Purification by recrystallisation from DCM/n-pentane afforded the title compound as a white solid. LC/MS (Method A): 404.3 (M−H)−. HPLC (Method A) Rt 5.17 min (purity 95.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202865B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-99b2fbd7fbad4bb0ad85c2da91683ad7 |
| Source note | uspto-grants-2012_06 |