3,5-Dichlorophenyl isothiocyanate → 1-(3,5-Dichloro-phenyl)-3-[5-(1H-indol-2-yl)-2-methoxy-phenyl]-thiourea

HRID 25489

Reaktionsgleichung

Reaktionsgleichung von HRID 25489
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]1[CH:11]=[CH:12][C:13]([O:17][CH3:18])=[C:14]([NH2:16])[CH:15]=1.[Cl:19][C:20]1[CH:21]=[C:22]([N:27]=[C:28]=[S:29])[CH:23]=[C:24]([Cl:26])[CH:25]=1>C(OCC)(=O)C>[Cl:19][C:20]1[CH:21]=[C:22]([NH:27][C:28]([NH:16][C:14]2[CH:15]=[C:10]([C:2]3[NH:1][C:9]4[C:4]([CH:3]=3)=[CH:5][CH:6]=[CH:7][CH:8]=4)[CH:11]=[CH:12][C:13]=2[O:17][CH3:18])=[S:29])[CH:23]=[C:24]([Cl:26])[CH:25]=1

Komponenten

4

Edukt 2

HCID 1387763,5-Dichlorophenyl isothiocyanateHCID 99002045-(1H-indol-2-yl)-2-methoxy-phenylamine2×

Produkt 1

HCID 101382491-(3,5-Dichloro-phenyl)-3-[5-(1H-indol-2-yl)-2-methoxy-phenyl]-thiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

The product from Example 1, Step B, 5-(1H-indol-2-yl)-2-methoxy-phenylamine (0.1765 g, 0.74 mmol) was mixed with 3,5-dichlorophenyl isothiocyanate (0.151 g, 0.74 mmol) in ethyl acetate (20 mL) and was heated briefly at 50° C. and then allowed to stand overnight at room temperature. The reaction mixture was concentrated to dryness, triturated with hexanes, and the insoluble material collected by filtration (0.169 g), mp 199-201° C.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customtriturated with hexanes
  3. filtrationthe insoluble material collected by filtration (0.169 g), mp 199-201° C.

Quellen und Nachweise

ORD-Eintrag
ord-08c4b7bcaccd40cbb89fe90c35796575
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858739B2

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