関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 4-Bromo-2-fluoroaniline | HCID 123050 | — |
| 反応物 | 2-Chloro-4-methylbenzothiazole | HCID 2049860 | — |
| 溶媒 | 1-Butanol | HCID 263 | — |
| 生成物 | N-(4-bromo-2-fluorophenyl)-4-methyl-1,3-benzothiazol-2-amine | HCID 23549342 | 89.4% |
反応手順
To a solution of 2-chloro-4-methyl-1,3-benzothiazole (0.25 g, 1.36 mmol) in n-BuOH (8 mL was added 4-bromo-2-fluoroaniline (0.52 g, 2.72 mmol) and HCl (4.0 M in dioxane, 0.5 mL). The reaction was heated at 90° C. overnight. Solvent was removed by rotary evaporation and 1 N aqueous HCl was added. The aqueous layer was separated and extracted with EtOAc. The combined organic phases were washed with 1 N aqueous HCl and brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was brought up in MeOH and the precipitate was collected by filtration, washed with MeOH, and dried in a vacuum oven to give N-(4-bromo-2-fluorophenyl)-4methyl-1,3-benzothiazol-2-amine (0.41 g, 89%). 1H NMR (400 MHz, DMSO-d6) δ 2.62 (s, 3H), 7.07 (t, 1H), 7.15 (d, 1H), 7.36 (m, 2H), 7.51 (d, 1H), 8.72 (t, 1H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07423156B2 |
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| 出典データセット | uspto-grants-2008_09 |
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| ORD ID | ord-e9c8bbd57b9f4ea3a1fdab40f2315ebb |
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| 出典メモ | uspto-grants-2008_09 |
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