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HRID 12170作成日:2026年10月25日

Toluene → 2-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamide

https://huagongshe.com/reaction/12170

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物2-Amino-5-chloropyridineHCID 66174—
反応物5-Chloroisatoic anhydrideHCID 78480—
反応物Potassium bis(trimethylsilyl)amideHCID 3251421—
溶媒TetrahydrofuranHCID 8028—
生成物2-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamideHCID 21906418—

反応条件

温度-78 °C

反応手順

To a solution of 2-amino-5-chloropyridine (787 mg, 6.1 mmol) in tetrahydrofuran (5 ml) was added 0.5M potassium bis(trimethylsilyl)amide in toluene (20 ml, 10.1 mmol) dropwise at −78° C. After stirred for additional 0.5 hr at −78° C., the mixture was added 5-chloroisatoic anhydride (1 g, 5.1 mmol) at −78° C. The mixture was warmed up to r.t gradually and stirred overnight. After concentrated, the crude was washed with saturated ammonium chloride solution and extracted by ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated to give (2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide as yellow solid (1.39 g. 99%). MS found for C12H9Cl2N3O M+=282, (M+2)+=284.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07727981B2
出典データセットuspto-grants-2010_06
ORD IDord-94770809738c4b598943bd373eeaa201
出典メモuspto-grants-2010_06