4-Nitroaniline → 2-(2-chloroethoxy)-N-(4-nitrophenyl)acetamide

HRID 2246805ノート

反応式

HRID 2246805 の反応式
Cl[C:2]1([Cl:8])[CH2:7][O:6][CH2:5][CH2:4][O:3]1.[N+:9]([C:12]1[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=1)([O-:11])=[O:10]>>[Cl:8][CH2:2][CH2:7][O:6][CH2:5][C:4]([NH:16][C:15]1[CH:17]=[CH:18][C:12]([N+:9]([O-:11])=[O:10])=[CH:13][CH:14]=1)=[O:3]

参加物

3

反応物 2

HCID 74754-NitroanilineHCID 124243252,2-Dichloro-1,4-dioxane

生成物 1

HCID 116158572-(2-chloroethoxy)-N-(4-nitrophenyl)acetamide

反応条件

温度
80 °C

実験手順

1.53 g of a mixture of 2-chlorodioxene and 2,2-dichlorodioxane (molar ratio 1:1) are added to 1.00 g (7.24 mmol) of 4-nitroaniline, and the mixture is heated to 80° C. with stirring. A solid brown mass forms within one hour and becomes liquid again and crystallises within the following 12 hours. The crude product is recrystallised from ethanol with addition of water, giving 1.80 g of 2-(2-chloroethoxy)-N-(4-nitrophenyl)acetamide (“A1”) as yellowish crystals, m.p. 101-102° C. 1H-NMR (d6-DMSO): δ=3.82 (m; 4H), 4.23 (s; 2H), 7.91 (d, J=9 Hz, 2H), 8.23 (d, J=9 Hz, 2H), 10.34 (s, 1H).

後処理

  1. customcrystallises within the following 12 hours
  2. customThe crude product is recrystallised from ethanol with addition of water

出典と根拠

ORDレコード
ord-f977f05c02f14736b1bdb0c0309a60a6
出典データセット
uspto-grants-2010_03
特許番号
US07687624B2

反応ノート

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