HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → [4-(6-Chloro-benzo[b]thiophene-2-sulfonyl)-piperazin-1-yl]-acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Chlorobenzo[b]thiophene-2-sulfonyl chloride | HCID 15158641 | — |
| Reactant | (Piperazin-1-yl)acetonitrile | HCID 15522031 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [4-(6-Chloro-benzo[b]thiophene-2-sulfonyl)-piperazin-1-yl]-acetonitrile | HCID 86592559 | — |
Reaction Steps
To a solution of piperazin-1-yl-acetonitrile (0.32 g, 2.3 mmol) and Et3N (350 mg, 3.4 mmol) is added 6-chloro-benzo[b]thiophene-2-sulfonyl chloride (615 mg, 2.3 mmol) at 0° C. The reaction is warmed to room temperature and stirred 4 h. The reaction is diluted with CH2Cl2, washed with 1 N HCl, NaHCO3 and dried over MgSO4. The solution is concentrated and the residue is triturated with PE, triturated with Et2O, and pumped to yield [4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-piperazin-1-yl]-acetonitrile which can be used without further purification. 1H NMR (300 MHz, CDCl3) δ7.89-7.84 (m, 3H), 7.48 (dd, 1H), 4.36 (s, 2H), 3.92 (s, 2H), 3.64-3.61 (m, 2H), 3.57-3.54 (m, 2H); MS (Ion Spray) 444 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612075B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-099fec0ac2c14f1c89912ea4c55b36e6 |
| Source note | uspto-grants-2009_11 |