HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-Butanesulfinamide → HCID 66893740, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-Butanesulfinamide | HCID 3382465 | — |
| Reactant | 5-Bromopyridine-2-carbaldehyde | HCID 9877562 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66893740 | HCID 66893740 | 80.4% |
Reaction Steps
To a stirred solution of 5-Bromo-pyridine-2-carbaldehyde (2.0 g, 10.753 mmol) in CH2Cl2 (20 mL) and 2-Methyl-propane-2-sulfinic acid amide (2.602 g, 21.505 mmol) is added CuSO4 (5.589 g, 21.505 mmol) at room temperature. Resulting reaction mixture is stirred at room temperature for 3 hours. Reaction mixture is filter through celite. Diluted with water and extracted with CH2Cl2. Organic layer is dried over sodium sulphate, solvent is evaporated in vacuo and purified by combi-flash chromatography using 5% ethyl acetate in hexane to afford the title compound (2.5 g): 1H-NMR (400 MHz, DMSO-d6) δ: 1.19 (s, 9H), 8.03 (d, J=8.52 Hz, 1H), 8.25-8.27 (dd, J=2.32 Hz, J=8.32 Hz, 1H), 8.44 (s, 1H), 8.90 (d, J=1.84 Hz, 1H). LC-MS (m/z): [M+H]=291.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340564B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-ffbb34ba75974b44b4ae852d14268801 |
| Source note | uspto-grants-2016_05 |