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Hydrazine → 6-Amino-4-[(3-methylsulfanylphenyl)amino]-3-quinolinecarbonitrile

HRID 1935157
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인쇄 미리보기

반응식

HRID 1935157 반응식
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([N+:20]([O-])=O)[CH:18]=3)[N:13]=[CH:12][C:11]=2[C:23]#[N:24])[CH:6]=[CH:7][CH:8]=1.NN>[Pd].C(O)C>[NH2:20][C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][C:11]([C:23]#[N:24])=[C:10]2[NH:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([S:2][CH3:1])[CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 9321Hydrazine2회HCID 224666284-[(3-Methylsulfanylphenyl)amino]-6-nitro-3-quinolinecarbonitrile

생성물 1

HCID 224667256-Amino-4-[(3-methylsulfanylphenyl)amino]-3-quinolinecarbonitrile수율 98.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of 4.55 g (13.5 mmol) 4-[(3-methylsulfanylphenyl)amino]-6-nitro-3-quinolinecarbonitrile, 250 ml ethanol, 0.46 g 10% palladium on carbon, and 1.06 ml (33.8 mmol) anhydrous hydrazine was heated to reflux. At 4 hours, added 0.5 equivalents of hydrazine, and at 5 hours, filtered the hot mixture through celite. Stripped the solvent and dried in vacuo, giving 4.068 g brown solid: mass spectrum (electrospray m/e): M+H=307.1.

후처리

  1. temperaturewas heated to reflux
  2. waitat 5 hours
  3. filtrationfiltered the hot mixture through celite
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-f5dad65121ec4a4da9baf2a0fff78a83
출처 데이터셋
uspto-grants-2002_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06384051B1

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