Dimethylformamide → (Aminothiocarbonyl)amino-5-phenyl-3-thiophenecarboxamide

HRID 900453Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 900453
[NH2:1][C:2]1[S:3][C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].C[Si]([N:20]=[C:21]=[S:22])(C)C.CN(C)C=O>CN(C)C(=O)C>[NH2:20][C:21]([NH:1][C:2]1[S:3][C:4]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8])=[S:22]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 75297IsothiocyanatotrimethylsilaneHCID 7039652-Amino-5-phenylthiophene-3-carboxamide

Produkt 1

HCID 9814203(Aminothiocarbonyl)amino-5-phenyl-3-thiophenecarboxamideAusbeute 35,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A solution of 2-amino-5-phenyl-3-thiophenecarboxamide (1.09 g, 5 mmol) and trimethylsilyl isothiocyanate (0.85 ml, 6 mmol) in N,N-dimethylacetamide was stirred at 75° C. for 7 days. N,N-Dimethylformamide was added until solution. The solvent was removed and the resulting slurry was chromatographed on silica gel eluting with isohexane followed by methylene chloride and diethyl ether to give the product as a yellow solid (0.49 g, 35%).

Aufarbeitung

  1. customThe solvent was removed
  2. customthe resulting slurry was chromatographed on silica gel eluting with isohexane

Quellen und Nachweise

ORD-Eintrag
ord-a9be78a2ef44464f81c5118eb59fb29c
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07358376B2

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