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

HRID 16934

반응식

HRID 16934 반응식
[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]

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 17601Nitrosyl chlorideHCID 1515876N-tert-butyl-2-cyanoacetamide

생성물 1

HCID 729739832-cyano-N-(1,1-dimethylethyl)-2-(hydroxyimino)acetamide

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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.).

출처 및 근거

ORD 기록
ord-943501e6c888465ebf94f27ad6f38802
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737284B2

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