HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → N-[(5-chloro(2-thienyl))sulfonyl]-N'-[4-(5-chloro-1,3-dioxobenzo [c]azolidin-2-yl)-3-methylphenyl]ethane-1,2-diamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | N-(4-Amino-o-tolyl)-4-chlorophthalimide | HCID 93991 | — |
| Reactant | 5-Chlorothiophene-2-Sulfonamide | HCID 1241301 | — |
| Product | N-[(5-chloro(2-thienyl))sulfonyl]-N'-[4-(5-chloro-1,3-dioxobenzo [c]azolidin-2-yl)-3-methylphenyl]ethane-1,2-diamide | HCID 20800257 | 44% |
Reaction Steps
A 200 mg (1.0 mmol) of 5-chlorothiophenesulfonamide was slurried in 0.5 mL of oxalyl chloride and refluxed for 6 h. The solvent was removed in vacuo and 36 mg of the resulting solid was dissolved in 240 μl, acetonitrile and treated with 40 mg (0.14 mmol) 2-(4-amino-2-methylphenyl)-5-chlorobenzo[c]azoline-1,3-dione. After stirring for 1 h, the solvent was removed and the residue was purified by RP-HPLC to give 33 mg (44%) of the titled compound. ES-MS (M+H)+=538(2Cl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067428B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-5b832f5d211849d48ec600fb78bfc494 |
| Source note | uspto-grants-2011_11 |