Pyridine → N-(5-chloro-2-cyanophenyl)benzamide

HRID 244219ノート

反応式

HRID 244219 の反応式
[NH2:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].N1C=CC=CC=1.[C:17]1([C:23](Cl)=[O:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(Cl)Cl>[Cl:10][C:8]1[CH:7]=[CH:6][C:3]([C:4]#[N:5])=[C:2]([NH:1][C:23](=[O:24])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:9]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 170059Benzonitrile, 2-amino-4-chloro-

生成物 1

HCID 57681047N-(5-chloro-2-cyanophenyl)benzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-amino-4-chlorobenzonitrile (7.25 g, 47.5 mmol), in anh. pyridine (38 mL, 475 mmol) and DCM (300 mL) cooled in an ice-H2O bath under Ar was added PhCOCl (5.8 mL, 50 mmol) dropwise. The reaction was allowed to slowly warm to rt within the cooling bath and then was stirred at rt overnight. The reaction mixture was washed (H2O, 2 M aq HCl (2×), H2O, brine), dried (Na2SO4) and concentrated under reduced pressure to afford the title compound as a white solid; MS (ES+): m/z 257.1 (100) [MH+]; HPLC: tR=3.27 min (OpenLynx, polar—5 min).

後処理

  1. washThe reaction mixture was washed (H2O, 2 M aq HCl (2×), H2O, brine)
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-3e592a22838d40b88166f9caa1c6ed7e
出典データセット
uspto-grants-2014_02
特許番号
US08653268B2

反応ノート

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