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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 215996Erstellt: 26. Oktober 2026

Dimethylformamide → 6-Methyl-2-nitrobenzoic acid

https://huagongshe.com/reaction/215996

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
PatentnummerUS08193219B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-50bb23bc71144454934ee8a6c47a8d49
Quellennotizuspto-grants-2012_06