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HRID 30900作成日:2026年10月25日

Hydrochloric Acid → N-(4-bromo-2-fluorophenyl)-4-methyl-1,3-benzothiazol-2-amine

https://huagongshe.com/reaction/30900

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物4-Bromo-2-fluoroanilineHCID 123050—
反応物2-Chloro-4-methylbenzothiazoleHCID 2049860—
溶媒1-ButanolHCID 263—
生成物N-(4-bromo-2-fluorophenyl)-4-methyl-1,3-benzothiazol-2-amineHCID 2354934289.4%

反応条件

温度90 °C

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US07423156B2
出典データセットuspto-grants-2008_09
ORD IDord-e9c8bbd57b9f4ea3a1fdab40f2315ebb
出典メモuspto-grants-2008_09