3,5-Dichlorophenyl isothiocyanate → 1-(3,5-Dichloro-phenyl)-3-[5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-thiourea

HRID 25492

Reaktionsgleichung

Reaktionsgleichung von HRID 25492
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[NH:7][C:6]([C:12]1[CH:13]=[CH:14][C:15]([O:19][CH3:20])=[C:16]([NH2:18])[CH:17]=1)=[CH:5]2.[Cl:21][C:22]1[CH:23]=[C:24]([N:29]=[C:30]=[S:31])[CH:25]=[C:26]([Cl:28])[CH:27]=1>C(OCC)(=O)C>[Cl:21][C:22]1[CH:23]=[C:24]([NH:29][C:30]([NH:18][C:16]2[CH:17]=[C:12]([C:6]3[NH:7][C:8]4[C:4]([CH:5]=3)=[CH:3][C:2]([F:1])=[C:10]([F:11])[CH:9]=4)[CH:13]=[CH:14][C:15]=2[O:19][CH3:20])=[S:31])[CH:25]=[C:26]([Cl:28])[CH:27]=1

Komponenten

4

Edukt 2

HCID 1387763,5-Dichlorophenyl isothiocyanateHCID 99434395-(5,6-difluoro1H-indol-2-yl)-2-methoxy-phenylamine2×

Produkt 1

HCID 101626951-(3,5-Dichloro-phenyl)-3-[5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-thiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

The product from Example 3, 5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine, (0.137 g, 0.5 mmol) was mixed with 3,5-dichlorophenyl isothiocyanate (0.111 g, 0.54 mmol) in ethyl acetate (10 mL) and heated briefly to 50° C. and then allowed to stand overnight at room temperature. The reaction mixture was concentrated to dryness and triturated with hexanes/ethyl acetate, and the insoluble solid collected by filtration (0.214 g), mp 203-205° C.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customtriturated with hexanes/ethyl acetate
  3. filtrationthe insoluble solid collected by filtration (0.214 g), mp 203-205° C.

Quellen und Nachweise

ORD-Eintrag
ord-b9f40809b5674a1b9153c88959d84e0a
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858739B2

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