HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 5-Bromo-2-(4-methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-(4-Methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl ester | HCID 15859208 | — |
| Catalyst | Azobisisobutyronitrile | HCID 6547 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5-Bromo-2-(4-methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl ester | HCID 54218359 | 50.1% |
Reaction Steps
To a solution of 1.00 g (2.985 mmol) of the product of Example 3 in 100 mL of CHCl3 was added 0.531 g (2.985 mmol) of N-bromosuccinimide and 0.025 g of AIBN. The resulting mixture was heated to reflux for 18 h and then an additional 0.411 g of NBS and 0.013 g of AIBN were added to the reaction. After refluxing the reaction for another 5 h the reaction mixture was cooled to room temperature, washed with sodium sulfite solution and water, dried over MgSO4, filtered and concentrated in vacuo. The residue was triturated with ether-hexanes to provide 0.62 g (50%) of the desired product as a white solid. EI Mass Spec 413 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05929097 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-085326c50a0e445a871417dbdf2d83c2 |
| Source note | uspto-grants-1999_07 |