Benzyl Isothiocyanate → (cyclohexylphenylamino)-N-benzylthiocarboxamide

HRID 51291

Reaktionsgleichung

Reaktionsgleichung von HRID 51291
[CH:1]1([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:14]([N:21]=[C:22]=[S:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(#N)C.CN(C)C1C=CN=CC=1>[CH:8]1([N:7]([C:22]([NH:21][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[S:23])[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Komponenten

5

Edukt 2

HCID 2346Benzyl IsothiocyanateHCID 74567N-Cyclohexylaniline

Produkt 1

HCID 21304109(cyclohexylphenylamino)-N-benzylthiocarboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of N-cyclohexylaniline (0.1 ml, 0.57 mmol) in acetonitrile (4 ml) was added a catalytic amount of 4-(dimethylamino)pyridine (5 mg, 0.04 mmol). To this mixture was added benzyl isothiocyanate (0.11 ml, 0.83 mmol) dropwise, and the mixture was stirred at room temperature for 16 hours. The solvent was removed under reduced pressure, and the residue purified on preparative silica gel plates, developing with 20% ethyl acetate/hexanes, to furnish (cyclohexylphenylamino)-N-benzylthiocarboxamide as a white solid, (M+1)=324.8.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. customthe residue purified on preparative silica gel plates

Quellen und Nachweise

ORD-Eintrag
ord-b72946b816d94e4e912db09fc4cec590
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713650B2

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