HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Bromobenzenesulfonyl chloride → 4-(4-BOC-piperazinosulfonyl)bromobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Bromobenzenesulfonyl chloride | HCID 7396 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(4-BOC-piperazinosulfonyl)bromobenzene | HCID 16665576 | 91.3% |
Reaction Steps
To a solution of tert-butyl 1-piperazine-carboxylate (932 mg, 5 mmol) and triethyl amine (836 μL, 6 mmol) in dioxane (10 mL) was added 4-bromo-benzenesulfonyl chloride (1.28 g, 5 mmol). A white precipitate begins to form almost immediately. The reaction mixture was stirred for 1 hour at room temperature and the filtered. The filtrate was concentrated in vacuo to yield the product as a shiny white solid (1.85 g, 91%). 1H NMR (CDCl3) δ 1.44 (s, 9H), 3.01 (t, 4H, J=5.1 Hz), 3.53 (t, 4H, J=5.1 Hz), 7.64 (dt, 2H, J=2.1, 8.7 Hz), 7.70 (dt, 2H, J=2.1, 8.7).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642609B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-6797a39b7a984d2395102b2fa1f3c1ee |
| Source note | uspto-grants-2014_02 |