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

HRID 8286

반응식

HRID 8286 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

The compound of the formula 5 can be prepared also by the following novel method: 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-a03c043bf9b440c881d3b009ffa8e67b
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087751B2

연결된 노트

불러오는 중…