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Water → 4-(Cyclohexylamino)-3-nitrobenzonitrile

HRID 1494342
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HRID 1494342 반응식
Cl[C:2]1[C:3]([N+:10]([O-:12])=[O:11])=[C:4]([CH:7]=[CH:8][CH:9]=1)C#N.[CH2:13]([N:15](CC)CC)C.[CH:20]1([NH2:26])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.O>CN(C)C=O>[CH:20]1([NH:26][C:2]2[CH:9]=[CH:8][C:7]([C:13]#[N:15])=[CH:4][C:3]=2[N+:10]([O-:12])=[O:11])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1
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참가 물질

6

반응물 4

HCID 962WaterHCID 7965CyclohexylamineHCID 8471TriethylamineHCID 218758793-Chloro-2-nitrobenzonitrile

생성물 1

HCID 29852004-(Cyclohexylamino)-3-nitrobenzonitrile수율 65%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

To a solution of 3.0 g (16 mmol) 3-chloro-2-nitrobenzonitrile in 50 ml dimethylformamide was added 1.8 g (18 mmol) dry triethylamine and 1.8 g (18 mmol) cyclohexylamine. The reaction mixture was stirred at 80° C. for 1 h. After cooling to 25° C. 100 ml water was added, and the precipitate was filtered off. The crude product was recrystallized (methanol) to give 1.6 g (65%) N-cyclohexyl-4-cyano-2-nitroaniline. M.p. 109.0° C. 1H-NMR (CDCl3): 8.4-6.8 (4H, m), 3.5 (1H, broad s), 2.4-1.0 (10H, m).

후처리

  1. temperatureAfter cooling to 25° C
  2. filtrationthe precipitate was filtered off
  3. customThe crude product was recrystallized (methanol)

출처 및 근거

ORD 기록
ord-5a4cf632e86046eb9f0008c732060f7c
출처 데이터셋
uspto-grants-1991_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05026704

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