HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → N-{5-[(5-Oxo-4,5-dihydro-1H-imidazol-2-ylamino)-methyl]-naphthalen-2-yl}-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3,5-dihydro-2-(methylthio)-4H-Imidazol-4-one | HCID 13756781 | — |
| Reactant | N-(5-aminomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide | HCID 57678964 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-{5-[(5-Oxo-4,5-dihydro-1H-imidazol-2-ylamino)-methyl]-naphthalen-2-yl}-benzenesulfonamide | HCID 68831349 | — |
Reaction Steps
A mixture of N-(5-Aminomethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzenesulfonamide, 2-methylsulfanyl-3,5-dihydro-imidazol-4-one (prepared by the method reported by Chen et al., WO9736859) and sodium hydroxide in ethanol is heated to reflux, then concentrated under reduced pressure, diluted with ethyl acetate, and washed with aqueous sodium carbonate. The organic phase is dried (magnesium sulfate) and concentrated under reduced pressure to give N-{5-[(5-Oxo-4,5-dihydro-1H-imidazol-2-ylamino)-methyl]-naphthalen-2-yl}-benzenesulfonamide. 5-[(5-Oxo-4,5-dihydro-1H-imidazol-2-ylamino)-methyl]-naphthalene-2-sulfonic acid phenylamide may be similarly prepared.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531577B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-7d9232266f504c76a382b861a5fbb398 |
| Source note | uspto-grants-2009_05 |