1-Naphthyl Isothiocyanate → 1-Naphthalen-1-yl-3-[5-(3-nitro-phenoxy)-pentyl]-thiourea

HRID 217667

Reaktionsgleichung

Reaktionsgleichung von HRID 217667
[N+:1]([C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][CH:16]=1)[O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])([O-:3])=[O:2].[C:17]1([N:27]=[C:28]=[S:29])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1>ClCCl>[C:17]1([NH:27][C:28]([NH:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][O:7][C:6]2[CH:14]=[CH:15][CH:16]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[S:29])[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1

Komponenten

4

Edukt 2

HCID 110801-Naphthyl IsothiocyanateHCID 690096135-(3-Nitro-phenoxy)-pentylamine

Produkt 1

HCID 866252701-Naphthalen-1-yl-3-[5-(3-nitro-phenoxy)-pentyl]-thioureaAusbeute 82,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 5-(3-nitro-phenoxy)-pentylamine (867 mg, 3.87 mmol) in dichloromethane (5 mL) was added 1-naphthyl isothiocyanate (788 mg, 4.26 mmol) at room temperature. The reaction mixture was stirred at room temperature overnight. After removal of the solvent, the residue was purified by silica gel column chromatography to give 1-naphthalen-1-yl-3-[5-(3-nitro-phenoxy)-pentyl]-thiourea (1.3 g, 3.18 mmol, 82%) as a yellow gel.

Aufarbeitung

  1. customAfter removal of the solvent
  2. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-48fbc2bd796e4410a7f1f6e9ab493106
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198284B2

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