HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(4-Bromo-2-ethyl-benzyl)-methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (4-Bromo-2-ethylphenyl)methanamine | HCID 58764124 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(4-Bromo-2-ethyl-benzyl)-methanesulfonamide | HCID 58764228 | — |
Reaction Steps
To 4-bromo-2-ethyl-benzylamine (650 mg, 3 mmol) and triethylamine (500 μL, 3.6 mmol) in dichloromethane (5 mL) at room temperature was added methanesulfonyl chloride (283 μL, 3.6 mmol). The solution was stirred 1 h, diluted in water and extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, then saturated sodium chloride, dried (Na2SO4), filtered, and concentrated in vacuo to an off-white solid (880 mg, 100%). 1H NMR (300 MHz, CDCl3): δ ppm 1.25 (t, J=7.54 Hz, 3 H) 2.69 (q, J=7.54 Hz, 2 H) 2.90 (s, 3 H) 4.27-4.31 (m, 2H) 4.40-4.50 (m, 1 H) 7.21 (d, J=8.10 Hz, 1 H) 7.32-7.40 (m, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268835B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-a259e1833e344773ad0dd2dc74ba2b4c |
| Source note | uspto-grants-2012_09 |