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Cyanamide → 2-(4-{[3-Chloro-5-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate

HRID 474679
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HRID 474679 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][OH:21])=[CH:15][CH:14]=2)[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[N:22]#[C:23][NH2:24].OS(C(F)(F)F)(=O)=O>C1COCC1>[C:23](=[NH:22])([O:21][CH2:20][CH2:19][C:16]1[CH:17]=[CH:18][C:13]([O:12][C:4]2[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=[C:2]([Cl:1])[CH:3]=2)=[CH:14][CH:15]=1)[NH2:24]
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참가 물질

5

반응물 3

HCID 9864CyanamideHCID 62406Trifluoromethanesulfonic acidHCID 677727742-(4-{[3-Chloro-5-(trifluoromethyl)phenyl]oxy}phenyl)ethanol

생성물 1

HCID 677757672-(4-{[3-Chloro-5-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate수율 70.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
55 °C

실험 절차

To a solution of 2-(4-{[3-chloro-5-(trifluoromethyl)phenyl]oxy}phenyl)ethanol (2 g, 6.32 mmol) and cyanamide (0.4 g, 9.51 mmol) in dry THF (20 mL) under nitrogen was added triflic acid (0.8 mL, 9.01 mmol). The mixture was heated at 55° C. for 4 h. Purification via reverse phase flash chromatography afforded the title compound (2.1 g, 4.45 mmol, 70.5% yield) as a brown oil. LCMS: rt=2.95 min, [M+H+]=359

후처리

  1. customPurification via reverse phase flash chromatography

출처 및 근거

ORD 기록
ord-834e54156d804809b0089c646b1135e1
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08637536B2

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