3,4-Dichloroaniline → N-(3,4-dichlorophenyl)-4-pyridinecarboxamide-1-oxide

HRID 568403

反応式

HRID 568403 の反応式
[N+:1]1([O-:10])[CH:6]=[CH:5][C:4]([C:7]([OH:9])=O)=[CH:3][CH:2]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[Cl:23][C:24]1[CH:25]=[C:26]([NH2:31])[CH:27]=[CH:28][C:29]=1[Cl:30]>CN(C)C=O>[Cl:23][C:24]1[CH:25]=[C:26]([NH:31][C:7]([C:4]2[CH:3]=[CH:2][N+:1]([O-:10])=[CH:6][CH:5]=2)=[O:9])[CH:27]=[CH:28][C:29]=1[Cl:30]

参加物

5

反応物 3

HCID 72573,4-DichloroanilineHCID 261304-Pyridinecarboxylic acid, 1-oxideHCID 682631,1'-Carbonyldiimidazole

生成物 1

HCID 13604807N-(3,4-dichlorophenyl)-4-pyridinecarboxamide-1-oxide収率 70.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A suspension of 4-pyridinecarboxylic acid-1-oxide (3.74 g, 26.9 mmol) and 1,1'-Carbonyldiimidazole (4.80 g, 29.6 mmol) in dry dimethylformamide (50 ml) was stirred for 40 minutes under an air-lock and treated with 3,4-dichlorobenzenamine (4.79 g, 29.6 mmol). The reaction mixture was heated at 100° for 5.3 hours and cooled to room temperature. The solution was evaporated in vacuo and the residue triturated with ethanol (80 ml) to give the title compound (5.38 g), m.p. 259°-265°.

後処理

  1. temperatureThe reaction mixture was heated at 100° for 5.3 hours
  2. customThe solution was evaporated in vacuo
  3. customthe residue triturated with ethanol (80 ml)

出典と根拠

ORDレコード
ord-ecabbf4affea4746a3a48b865638e7b7
出典データセット
uspto-grants-1988_03
特許番号
US04728658

関連ノート

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