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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1258331Erstellt: 25. Oktober 2026

N,O-Dimethylhydroxylamine → 3-cyano-N,4-dimethoxy-N-methylbenzamide

https://huagongshe.com/reaction/1258331

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,O-DimethylhydroxylamineHCID 14232—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Edukt3-Cyano-4-methoxybenzoic acidHCID 21990972—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-cyano-N,4-dimethoxy-N-methylbenzamideHCID 59354763105,4%

Reaktionsschritte

To a stirred solution of 3-cyano-4-methoxybenzoic acid (1.0 g, 5.60 mmol) in DCM (30 mL) were added HATU (3.20 g, 8.01 mmol), N-methoxy,N-methylamine (0.82 g, 8.01 mmol) and TEA (2.3 mL, 17.01 mmol) at RT under a nitrogen atomosphere. The reaction mixture was then stirred at RT for 2 h, diluted with water and the aqueous layer was extracted with DCM (3×50 mL). The combined organic extracts were washed with water (50 mL) and brine (20 mL), dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure to afford 3-cyano-N,4-dimethoxy-N-methylbenzamide (1.3 g, 100%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08466148B2
Quelldatensatzuspto-grants-2013_06
ORD IDord-dc002a0756c6479aa1dab14f4fd6d225
Quellennotizuspto-grants-2013_06