Water → N-(2-chloro-5-nitrophenyl)-3,4-dimethoxybenzamide

HRID 991418ノート

反応式

HRID 991418 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[C:6](Cl)=[O:7].[Cl:14][C:15]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][C:16]=1[NH2:17].O>N1C=CC=CC=1>[Cl:14][C:15]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][C:16]=1[NH:17][C:6](=[O:7])[C:5]1[CH:9]=[CH:10][C:11]([O:12][CH3:13])=[C:3]([O:2][CH3:1])[CH:4]=1

参加物

5

反応物 3

HCID 962WaterHCID 226912-Chloro-5-nitroanilineHCID 77070Veratroyl chloride

生成物 1

HCID 3551001N-(2-chloro-5-nitrophenyl)-3,4-dimethoxybenzamide収率 35.8%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
100 °C

実験手順

3,4-Dimethoxybenzoyl chloride (2 g) was added to a stirred suspension of 2-chloro-5-nitroaniline (1.72 g) in pyridine (10 ml) at 20° C. The reaction mixture was heated to 100° C. for 1 hour. After cooling to ambient temperature, the reaction mixture was poured into water (100 ml). The resulting precipitate was collected, washed with water and dried. The solid was triturated under methylene chloride (20 ml) to give N-(2-chloro-5-nitrophenyl)-3,4-dimethoxybenzamide (1.2 g), m.p. 231-232° C.; NMR Spectrum: (DMSOd6) 3.82 (s, 6H), 7.08 (d, 1H), 7.62 (m, 1H), 7.82 (d, 1H), 8.08 (m, 1H), 8.54 (d, 1H), 10.07 (m, 1H);

後処理

  1. temperatureAfter cooling to ambient temperature
  2. customThe resulting precipitate was collected
  3. washwashed with water
  4. customdried
  5. customThe solid was triturated under methylene chloride (20 ml)

出典と根拠

ORDレコード
ord-be5cac2653734e61a10a60d8b32c5330
出典データセット
uspto-grants-2002_10
特許番号
US06465455B1

反応ノート

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