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Toluene → 4-(3-Chloro-4-fluoroanilino)-7-(4-methyl-1-piperazinyl)-6-nitro-3-quinolinecarbonitrile

HRID 548501
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HRID 548501 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][C:24]=1[F:25])[NH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12](Cl)=[C:13]([N+:16]([O-:18])=[O:17])[CH:14]=2)[N:9]=[CH:8][C:7]=1[C:20]#[N:21].[CH3:26][N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1.C1(C)C=CC=CC=1>CC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][C:24]=1[F:25])[NH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([N:30]3[CH2:31][CH2:32][N:27]([CH3:26])[CH2:28][CH2:29]3)=[C:13]([N+:16]([O-:18])=[O:17])[CH:14]=2)[N:9]=[CH:8][C:7]=1[C:20]#[N:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1140TolueneHCID 531671-MethylpiperazineHCID 216973054-(3-Chloro-4-fluoroanilino)-7-chloro-6-nitro-3-quinolinecarbonitrile

생성물 1

HCID 216973254-(3-Chloro-4-fluoroanilino)-7-(4-methyl-1-piperazinyl)-6-nitro-3-quinolinecarbonitrile

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A stirred mixture of 4-(3-chloro-4-fluoroanilino)-7-chloro-6-nitro-3-quinolinecarbonitrile (1.88 g, 5.0 mmol), N-methylpiperazine (5 ml, 45 mmol), and 10 ml of toluene was refluxed for 45 m, evaporated to remove volatile matter, and stirred in water with potassium carbonate (2.75 g). The resulting solid was filtered, washed with water, and dried to give 2.26 g. An acetone solution was passed onto a pad of silica gel; elution with 50:2:1 acetone-MeOH-TEA and evaporation gave a red solid, mp 240-246°; ms 441.2 (M+H)+, 221.2 (M+2H)+2.

후처리

  1. temperaturewas refluxed for 45 m
  2. customevaporated
  3. customto remove volatile matter
  4. filtrationThe resulting solid was filtered
  5. washwashed with water
  6. customdried
  7. customto give 2.26 g
  8. washelution
  9. customwith 50:2:1 acetone-MeOH-TEA and evaporation
  10. customgave a red solid, mp 240-246°

출처 및 근거

ORD 기록
ord-d4b9e10e8cf04903830911eacaee9931
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
USRE042376E1

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