関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Benzene | HCID 241 | — |
| 反応物 | 4-Bromoaniline | HCID 7807 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)- | HCID 4997616 | — |
| 触媒 | Tetrabutylammonium Bromide | HCID 74236 | — |
| 触媒 | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-tert-butyl-4'-aminobiphenyl-2-sulfonamide | HCID 10804475 | 41.4% |
反応手順
A mixture of 3.44 g (20 mmol) of 4-bromoaniline and 5.14 g (20 mmol) of 2-(t-butylaminosulfonyl)phenylboronic acid, 1.16 g of tetrakis(triphenylphosphine) palladium(0) (1 mmol), 0.32 g of tetrabutylammonium bromide (1 mmol) and 20 mL of 2M aqueous sodium carbonate were refluxed with 180 mL of benzene under N2 for 5.5 hours. After cooling, the mixture was diluted with methylene chloride and water. The two phases were separated and the organic phase was washed with water, dried with MgSO4 and concentrated in vacuo. The resulting thick oil was chromatographed on silica with 30% EtOAc/hexane to afford 2.52 g (41%) of the title compound. 1H NMR (CDCl3) δ: 8.14 (d, 1H) ; 7.53 (t, 1H) ; 7.43 (t, 1H); 7.33 (d, 2H); 7.27 (d, 1H); 6.76 (d, 2H); 3.7 (br s, 1H); 0.99 (s, 9H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06962935B2 |
|---|
| 出典データセット | uspto-grants-2005_11 |
|---|
| ORD ID | ord-3a0ca65c367548d1931f5f8a07d39148 |
|---|
| 出典メモ | uspto-grants-2005_11 |
|---|
