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HRID 16934Erstellt: 23. Oktober 2026

Dichloromethane → 2-cyano-N-(1,1-dimethylethyl)-2-(hydroxyimino)acetamide

https://huagongshe.com/de/reaction/16934

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktNitrosyl chlorideHCID 17601—
EduktN-tert-butyl-2-cyanoacetamideHCID 1515876—
LösungsmittelChloroformHCID 6212—
Produkt2-cyano-N-(1,1-dimethylethyl)-2-(hydroxyimino)acetamideHCID 72973983—

Reaktionsschritte

2-Cyano-N—(1,1-dimethylethyl)acetamide 11 (Bhawal, B. M.; Khanapure, S. P.; Biehl, E. R.; Syn. Commun., 1990, 20, 3235) is allowed to react with nitrosyl chloride in an inert organic solvent such as CH2Cl2 or CHCl3 at moderate temperature (e.g., ambient temperature to −25° C., preferably about 0° C.). The resulting 2-cyano-N-(1,1-dimethylethyl)-2-(hydroxyimino)acetamide 13 is isolated and reduced, for example with sodium dithionite in an aqueous organic solvent, but preferably with aluminum amalgam in water at moderate temperature (e.g., ambient temperature to about 0° C., preferably about 0° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07737284B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-943501e6c888465ebf94f27ad6f38802
Quellennotizuspto-grants-2010_06