HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentylamine → HCID 2058492, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentylamine | HCID 2906 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Nitrobenzenesulfonyl chloride | HCID 15540 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 2058492 | HCID 2058492 | 85.2% |
Reaction Steps
To a solution of 2-nitrobenzene-1-sulfonyl chloride (22.1 g, 100 mol) in dichloromethane (500 mL) at 0° C. was added triethylamine (14 g, 138.6 mol) and cyclopentanamine (9 g, 105.9 mmol) in several portions over 10-15 minutes. The reaction mixture was stirred at room temperature for 4 hours, concentrated and purified by silica gel chromatography to afford the product N-cyclopentyl-2-nitrobenzenesulfonamide (23 g, yield 85.2%). 1H NMR (400 MHz, CDCl3) δ ppm 8.16-8.18 (m, 1H), 7.84-7.87 (m, 1H), 7.40-7.78 (m, 2H), 5.25-5.27 (d, 1H, J=7.6 Hz), 3.76-3.81 (m, 1H), 1.79-1.87 (m, 2H), 1.62-1.70 (m, 2H), 1.39-1.58 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428508B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-e6581bb665c1459e9adb9ab0a8d0718c |
| Source note | uspto-grants-2016_08 |