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

HRID 433018

반응식

HRID 433018 반응식
[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]

참가 물질

5

반응물 2

HCID 5198964-Amino-3-chlorobenzonitrileHCID 23668193Sodium Nitrite2회

생성물 1

HCID 149730283-Chloro-4-nitrobenzonitrile수율 90%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매2회

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-69e7e0f0929e4c93a5729018f30478f0
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664395B2

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