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HRID 69309作成日:2026年10月24日

Dimethylformamide → 6-Methyl-2-nitrobenzoic acid

https://huagongshe.com/ja/reaction/69309

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物TriethylamineHCID 8471—
反応物3-Aminopiperidine-2,6-dione hydrochlorideHCID 134548—
反応物Methyl 2-(bromomethyl)-4-nitrobenzoateHCID 15088701—
生成物6-Methyl-2-nitrobenzoic acidHCID 16097—
生成物N-bromobutanimideHCID 67184—
生成物Methyl 2-(bromomethyl)-4-nitrobenzoateHCID 15088701—

反応手順

This compound can be prepared according to the methods described in U.S. Pat. Nos. 6,281,230 and 5,635,517, the entireties of which are incorporated herein by reference. For example, the compound can be prepared through catalytic hydrogenation of 3-(4-nitro-1-oxo-1,3 dihydro-isoindol-2-yl)-piperidine-2,6-dione. 3-(4-Nitro-1-oxo-1,3 dihydro-isoindol-2-yl)-piperidine-2,6-dione can be obtained by allowing 2,6-dioxopiperidin-3-ammonium chloride to react with methyl 2-bromomethyl-4-nitrobenzoate in dimethylformamide in the presence of triethylamine. The methyl 2-bromomethyl-4-nitrobenzoate in turn is obtained from the corresponding methyl ester of nitro-ortho-toluic acid by conventional bromination with N-bromosuccinimide under the influence of light.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08822499B2
出典データセットuspto-grants-2014_09
ORD IDord-2aa42e2d16a7451995b8d9779e985718
出典メモuspto-grants-2014_09