4-Amino-3-chlorobenzonitrile → 3-Chloro-4-nitrobenzonitrile

HRID 433018

反応式

HRID 433018 の反応式
[N:1]([O-:3])=[O:2].[Na+].N[C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][C:7]=1[Cl:14]>O.Cl>[Cl:14][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:6]=1[N+:1]([O-:3])=[O:2])[C:10]#[N:11]

参加物

5

反応物 2

HCID 5198964-Amino-3-chlorobenzonitrileHCID 23668193Sodium Nitrite2 回

生成物 1

HCID 149730283-Chloro-4-nitrobenzonitrile収率 90%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒2 回

反応条件

温度
0 °C

実験手順

Sodium nitrite (6.78 g in water (40 mL) at 0° C.) was slowly added to a solution of 4-amino-3-chloro-benzonitrile (10.5 g) in water (30 mL) and concentrated hydrochloric acid (30 mL) also at 0° C. After 10 minutes the solution was poured onto a suspension of cuprous oxide (3.48 g) and sodium nitrite (31.69 g) in water (100 mL) at 0° C. The ensuing mixture was stirred at 0° C. for 1 hour then at 23° C. for 1 hour. The resulting mixture was extracted with dichloromethane and the organic layer washed with saturated sodium chloride. The separated organic layer was dried over sodium sulfate and then concentrated to give 3-chloro-4-nitro-benzonitrile (11.31 g).

後処理

  1. waitat 23° C. for 1 hour
  2. extractionThe resulting mixture was extracted with dichloromethane
  3. washthe organic layer washed with saturated sodium chloride
  4. dry with materialThe separated organic layer was dried over sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-69e7e0f0929e4c93a5729018f30478f0
出典データセット
uspto-grants-2003_12
特許番号
US06664395B2

関連ノート

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