Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfamide | HCID 82267 | — |
| Reactant | HCID 178490877 | HCID 178490877 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 178490879 | HCID 178490879 | 38.2% |
Reaction Steps
A mixture of 1-(trans-4-aminocyclohexyl)-3-(3-chloro-4-methoxybenzyl)-5-cyano-2,3-dihydro-1H-benzimidazol-2-one (90 mg) and sulfamide (42 mg) in ethylene glycol dimethyl ether (3 mL) was refluxed overnight. The mixture was concentrated in vacuo, and the residue was partitioned between chloroform and water. The separated organic layer was washed with an aqueous saturated sodium chloride solution, dried over magnesium sulfate, and concentrated in vacuo. The residue was subjected to a preparative thin-layer chromatography eluting with a mixture of chloroform and methanol (10:1). The obtained crystals were collected by filtration and washed with diethyl ether to give 1-(trans-4-aminosulfonamidocyclohexyl)-3-(3-chloro-4-methoxybenzyl)-5-cyano-2,3-dihydro-1H-benzimidazol-2-one (41 mg) as powders.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06582351B1 |
|---|
| Source dataset | uspto-grants-2003_06 |
|---|
| ORD ID | ord-b5f9e07af8144d5f82ab845258a64132 |
|---|
| Source note | uspto-grants-2003_06 |
|---|