p-Toluidine → 2-Chloro-3-(4-methylanilino)naphthalene-1,4-dione

HRID 1895500

反応式

HRID 1895500 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.Cl[C:10]1[C:11](=[O:22])[C:12]2[C:17]([C:18](=[O:21])[C:19]=1[Cl:20])=[CH:16][CH:15]=[CH:14][CH:13]=2>C(O)C>[Cl:20][C:19]1[C:18](=[O:21])[C:17]2[C:12]([C:11](=[O:22])[C:10]=1[NH:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1)=[CH:13][CH:14]=[CH:15][CH:16]=2

参加物

4

反応物 2

HCID 7813p-ToluidineHCID 8342Dichlone

生成物 1

HCID 2658672-Chloro-3-(4-methylanilino)naphthalene-1,4-dione

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

p-Toluidin (1.4 g, 13.2 mmol) was added to the solution of 2,3-dichloro-1,4-naphthoquinone (1.0 g, 4.4 mmol) in ethanol (300 ml). The reaction mixture was allowed to stir at room temperature for over night. The precipitated product was filtered off and washed with cold ethanol. The product was purified by recrystallization with ethanol/CHCl3 (1:5) to afford the fine reddish needles. Yield: 0.642 g (53.8%), Mp: 295° C.

後処理

  1. filtrationThe precipitated product was filtered off
  2. washwashed with cold ethanol
  3. customThe product was purified by recrystallization with ethanol/CHCl3 (1:5)
  4. customto afford the fine reddish needles

出典と根拠

ORDレコード
ord-7228c457586d490a86004de5e007d223
出典データセット
uspto-grants-2013_08
特許番号
US08513437B2

関連ノート

読み込み中…