HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-((3-Chloropropyl)sulfonyl)-4-methylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloropropanesulphonyl chloride | HCID 15410 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-((3-Chloropropyl)sulfonyl)-4-methylpiperazine | HCID 10243385 | 94.2% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
3-Chloropropanesulfonyl chloride (1.0 g, 5.6 mmol) dissolved in CH2Cl2 (20 mL) and cooled to ˜0° C. was treated dropwise with a solution of 1-methylpiperazine (566 mg, 5.6 mmol) and Et3N (572 mg, 5.6 mmol) in CH2Cl2 (10 mL). Following complete addition, the mixture was allowed to warm to rt and stir an additional 2 h. The solvent was evaporated under reduced pressure, the residue triturated with EtOAc (30 mL), vacuum filtered and the solid washed well with EtOAc. The filtrate was concentrated under reduced pressure and the oil residue dried under high vacuum to give the title compound (1.27 g, 93%): 1H NMR (CDCl3) δ: 2.17-2.26 (2H, m), 2.49 (3H, s), 2.75-2.77 (4H, m), 3.02-3.07 (2H, m), 3.46-3.49 (4H, m), 3.60 (2H, t).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859572B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-2ead914774a94f6fbc79afe6201df3d6 |
| Source note | uspto-grants-2014_10 |