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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 530272Erstellt: 25. Oktober 2026

Dimethylformamide → 6-Methyl-2-nitrobenzoic acid

https://huagongshe.com/reaction/530272

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktTriethylamineHCID 8471—
Edukt3-Aminopiperidine-2,6-dione hydrochlorideHCID 134548—
EduktMethyl 2-(bromomethyl)-4-nitrobenzoateHCID 15088701—
Produkt6-Methyl-2-nitrobenzoic acidHCID 16097—
ProduktN-bromobutanimideHCID 67184—
ProduktMethyl 2-(bromomethyl)-4-nitrobenzoateHCID 15088701—

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09353080B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-f18182bff1b04e58b92d39421d35936b
Quellennotizuspto-grants-2016_05