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Diethyl Ether → Amino-3-[2-(4-cyanophenyl)ethylthio]benzene

HRID 1791862
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반응식

HRID 1791862 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][CH:7]=1.[C:9]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18]OS(C2C=CC(C)=CC=2)(=O)=O)=[CH:13][CH:12]=1)#[N:10].C([O-])([O-])=O.[K+].[K+].CCOCC>CCO.C(Cl)Cl>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][CH2:18][CH2:17][C:14]2[CH:15]=[CH:16][C:11]([C:9]#[N:10])=[CH:12][CH:13]=2)[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 315773-AminothiophenolHCID 22033501HCID 22033501, 화합물

생성물 1

HCID 22033546Amino-3-[2-(4-cyanophenyl)ethylthio]benzene수율 49%

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 6344
Dichloromethane
용매

실험 절차

3-Aminothiophenol (0.87 g; 7.0 mmol), 4-toluenesulfonic acid-2-(4-cyanophenyl)ethyl ester (2.0 g; 6.6 mmol; from step (i) above) and K2CO3 (1 g) were stirred in a mixture of EtOH (10 mL) and CH2Cl2 for 4 hours. Addition of ether, washing with brine and 2M aqueous NaOH, drying (MgSO4), evaporation of the solvent and flash chromatography (SiO2; Et2O:hexane (1:1)) afforded 0.82 g (49%) of the sub-title compound.

후처리

  1. washwashing with brine and 2M aqueous NaOH
  2. customdrying
  3. custom(MgSO4), evaporation of the solvent and flash chromatography (SiO2; Et2O:hexane (1:1))

출처 및 근거

ORD 기록
ord-b6e637c151884c909ff6ec6502860177
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07074820B2

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