HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → N-{4-[2-(4-1,2-Benzisothiazol-3-YL-piperazin-1-YL)-ethyl]-2-bromo-phenyl}-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-[2-(4-1,2-Benzisothiazol-3-YL-piperazin-1-YL)-ethyl]-2-bromo-phenylamine | HCID 21963506 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-{4-[2-(4-1,2-Benzisothiazol-3-YL-piperazin-1-YL)-ethyl]-2-bromo-phenyl}-acetamide | HCID 21963447 | — |
Reaction Steps
A 2 dram vial was charged with 0.09 g (0.2 mmol) of 4-[2-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-2-bromo-phenylamine and 0.87 mL CH2Cl2. This mixture was treated with 36 μL triethylamine (0.26 mmol) and 17 μL acetyl chloride and stirred at rt for 15 h. The reaction was quenched with aqueous 1M NaHCO3, the organic layer separated, dried, and concentrated in vacuo. This gave a quantitative yield of the desired product as a white solid. MS (APCI): 461 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 7.89 (d, J=8 Hz, 1H), 7.77 (d, J=8 Hz, 1H), 7.43 (t, J=7.5 Hz, 1H), 7.32 (t, J=7.5 Hz, 1H), 7.26 (s, 1H), 6.95–6.93 (m, 1H), 6.7 (d, J=8 Hz, 1H), 3.98 (br s, 2H), 3.57–3.55 (m, 4H), 2.72–2.58 (m, 8H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07101886B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-7dd1994dd85547a2b83f0b0275f55f57 |
| Source note | uspto-grants-2006_09 |