HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-Bromo-7-chloro-3-(4-chloro-benzenesulfonyl)-quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 178419731 | HCID 178419731 | — |
| Reactant | HCID 178527342 | HCID 178527342 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 4-Bromo-7-chloro-3-(4-chloro-benzenesulfonyl)-quinoline | HCID 67000154 | 77% |
Reaction Steps
A mixture of 7-chloro-3-(4-chloro-benzenesulfonyl)-quinolin-4-ol (0.5 g, 1.41 mmol) and phosphorus(V) oxybromide (1.2 g, 4.2 mmol) in chloroform (30 ml) and triethylamine (1 ml) was refluxed for 6 hours. The reaction mixture was diluted with water (30 ml) and the pH was adjusted to 10 with aqueous sodium hydroxide solution. The organic layer was separated, dried over sodium sulfate, filtered, and concentrated in vacuo. The obtained crude product was purified by crystallization from diethyl ether to obtain 0.45 g of the title compound in 77% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063220B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-04010ee87e9b40d597c275db2c18b120 |
| Source note | uspto-grants-2011_11 |