HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 3-amino-N-cyclopropylbenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 3-Nitrobenzenesulfonyl chloride | HCID 8476 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-amino-N-cyclopropylbenzenesulfonamide | HCID 5303061 | 78.3% |
Reaction Steps
A mixture of 2.0 g 3-nitrobenzene sulfonyl chloride, 1.8 g cyclopropyl amine and 50 mL tetrahydrofuran was stirred for 30 minutes under ice-cooling. Water was added to the mixture which was then extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, then the residue was dissolved in 100 mL solvent mixture of tetrahydrofuran and methanol, 50 mg of 10% palladium-carbon was added thereto, and the mixture was hydrogenated at ordinary pressure for 12 hours. The reaction mixture was filtered through Celite, and the solvent was evaporated, whereby 1.5 g of the title compound was obtained as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074801B1 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-55df594452ee4740a10f16d5383c63b8 |
| Source note | uspto-grants-2006_07 |