HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → (RS)-4-[4-(5-Chloro-2-methyl-phenyl)-piperazine-1-carbonyl]-3-(2-chloro-phenyl)-1-(3-methoxy-benzenesulfonyl)-imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Chlorophenyl isocyanate | HCID 76833 | — |
| Reactant | N-(5-Chloro-2-methylphenyl)piperazine | HCID 693767 | — |
| Reactant | (RS)-1-(3-methoxy-benzenesulfonyl)-aziridine-2-carboxylic acid methyl ester | HCID 86623479 | — |
| Product | (RS)-4-[4-(5-Chloro-2-methyl-phenyl)-piperazine-1-carbonyl]-3-(2-chloro-phenyl)-1-(3-methoxy-benzenesulfonyl)-imidazolidin-2-one | HCID 25027932 | — |
Reaction Steps
In analogy to example 1, (RS)-1-(3-methoxy-benzenesulfonyl)-aziridine-2-carboxylic acid methyl ester (step 2 of example 1) was first reacted with sodium iodide and 2-chlorophenylisocyanate; subsequent ester hydrolysis using sodium hydroxide and coupling with 1-(5-chloro-2-methylphenyl)-piperazine gave the title compound as a colorless solid. MS: 603.3 ([M+H]+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625902B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-cc305657cdbb46d19ada057385896392 |
| Source note | uspto-grants-2009_12 |