HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → N-(1-methylcyclopentyl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1-methylcyclopentan-1-amine Hydrochloride | HCID 11506460 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-(1-methylcyclopentyl)methanesulfonamide | HCID 61688020 | 47% |
Reaction Steps
To a stirred solution of 1-amino-1-methylcyclopentane hydrochloride (0.165 g, 1.2 mmol) in pyridine (1 mL) was added methanesulfonyl chloride (0.169 mL, 2.2 mmol). The reaction mixture was stirred at room temperature for 16 hrs and then concentrated. The mixture was diluted with ethyl acetate and washed with 1 N aqueous hydrochloric acid, saturated aqueous sodium bicarbonate, saturated aqueous sodium chloride, dried (anhydrous sodium sulfate), filtered, and concentrated to afford the product as a brown oil (0.100 g, 46%). 1H NMR (300 MHz, CDCl3) δ 4.27 (br s, 1H), 3.04 (s, 3H), 2.00-1.60 (m, 8H), 1.50 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09265772B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-c4076586a76b457d90c56cf41281893a |
| Source note | uspto-grants-2016_02 |