Chloroacetyl chloride → N-(4-bromo-2-nitrophenyl)-2-chloroacetamide

反応式

[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[Cl:12][CH2:13][C:14](Cl)=[O:15]>>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:14](=[O:15])[CH2:13][Cl:12])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1

参加物

反応物 2

HCID 6577Chloroacetyl chloride

HCID 701324-Bromo-2-nitroaniline

生成物 1

HCID 16457083N-(4-bromo-2-nitrophenyl)-2-chloroacetamide収率 96%

実験手順

To a solution of 4-bromo-2-nitroaniline (15.0 g, 69.1 mmol) was added drop wise 2-chloroacetyl chloride (9.4 g, 82.9 mmol) under nitrogen. After refluxing for 1.5 h, the reaction mixture was cooled to ambient temperature and the solvent was removed under reduced pressure. Crystallization from ethyl acetate/hexane afforded N-(4-bromo-2-nitrophenyl)-2-chloroacetamide (19.4 g, 66.1 mmol, 96%) as yellow needles.

後処理

temperatureAfter refluxing for 1.5 h
customthe solvent was removed under reduced pressure
customCrystallization from ethyl acetate/hexane

出典と根拠

ORDレコード: ord-ffe1c224bf7a4abdb0904482ad6ae5ce
出典データセット: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08541404B2

反応ノート

読み込み中…

参加物