Methyl isothiocyanate → N-Methyl-N'-[2-[[3-(N,N-dimethylaminomethyl)phenyl]methylthio]ethyl]thiourea

HRID 1493184Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1493184
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH2:11][S:12][CH2:13][CH2:14][NH2:15])[CH:8]=[CH:9][CH:10]=1)[CH3:3].[CH3:16][N:17]=[C:18]=[S:19]>C(#N)C>[CH3:16][NH:17][C:18]([NH:15][CH2:14][CH2:13][S:12][CH2:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([CH2:4][N:2]([CH3:1])[CH3:3])[CH:6]=1)=[S:19]

Komponenten

4

Edukt 2

HCID 11167Methyl isothiocyanateHCID 129520192-[[3-(N,N-Dimethylaminomethyl)phenyl]methylthio]ethanamine

Produkt 1

HCID 86744815N-Methyl-N'-[2-[[3-(N,N-dimethylaminomethyl)phenyl]methylthio]ethyl]thiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

2-[[3-(N,N-Dimethylaminomethyl)phenyl]methylthio]ethanamine (5 g) and methyl isothiocyanate (1.62 g) were stirred at room temperature in acetonitrile for 18 hours. The solvent was removed and the residue was column chromatographed on silica using a mixture of ethyl acetate and methanol as eluent to give the title compound as a pale yellow oil. TLC silica; ethyl acetate:isopropanol:water:0.88 ammonia (25:15:8:2) Rf 0.61.

Aufarbeitung

  1. customThe solvent was removed
  2. customchromatographed on silica using
  3. additiona mixture of ethyl acetate and methanol as eluent

Quellen und Nachweise

ORD-Eintrag
ord-04f5ef278ce147c68455c782963f3a1d
Quelldatensatz
uspto-grants-1991_06
Patentnummer
US05021429

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