化工社化工社 化学情報印刷レポート · 研究参考用
4-Bromo-2-iodoaniline → Benzothiazole, 6-bromo-2-methyl-
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Bromo-2-iodoaniline | HCID 823934 | — |
| 反応物 | Thioacetamide | HCID 2723949 | — |
| 触媒 | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Benzothiazole, 6-bromo-2-methyl- | HCID 138448 | 48.2% |
反応手順
A solution of 4-bromo-2-iodo-phenylamine (1.5 g, 5.0 mmol), thiacetamide (381 mg, 5.0), cupric oxide (280 mg, 3.5 mmol), dppf (56 mg, 0.10 mmol), Pd2(dba)3 (48 mg, 0.052 mmol) in DMF was heated at 60° C. for 1 hour, cooled to room temperature, partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and concentrated. The concentrate was purified by flash chromatography on silica gel using 20% hexanes/methylene chloride to give 550 mg (40% yield) of the desired product. MS (ESI(+)) m/e 227.8, 229.8 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07737160B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-c0d66411f6714e9abf4e754e845d9317 |
| 出典メモ | uspto-grants-2010_06 |