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

HRID 16934

Reaktionsgleichung

Reaktionsgleichung von HRID 16934
[C:1]([CH2:3][C:4]([NH:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5])#[N:2].[N:11](Cl)=[O:12].C(Cl)Cl>C(Cl)(Cl)Cl>[C:1]([C:3](=[N:11][OH:12])[C:4]([NH:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5])#[N:2]

Komponenten

5

Versuchsvorschrift

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.).

Quellen und Nachweise

ORD-Eintrag
ord-943501e6c888465ebf94f27ad6f38802
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737284B2

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