2-Aminothiazole → N-(thiazol-2-yl)-1H-imidazole-1-carbothioamide

HRID 250007Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 250007
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[NH2:6].[N:7]1([C:12](N2C=CN=C2)=[S:13])[CH:11]=[CH:10][N:9]=[CH:8]1>C(#N)C.O1CCCC1>[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[NH:6][C:12]([N:7]1[CH:11]=[CH:10][N:9]=[CH:8]1)=[S:13]

Komponenten

5

Edukt 2

HCID 21552-AminothiazoleHCID 802641,1'-Thiocarbonyldiimidazole

Produkt 1

HCID 10750950N-(thiazol-2-yl)-1H-imidazole-1-carbothioamideAusbeute 83,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To thiazol-2-amine (2.12 g, 21.17 mmol) in acetonitrile (30 mL) and tetrahydrofuran (5 mL) was added di(1H-imidazol-1-yl)methanethione (4.90 g, 27.5 mmol). The reaction was stirred at 60° C. for 5 hours. The reaction was cooled to room temperature and the precipitate was filtered and washed with cold acetonitrile (2×15 mL) to afford an orange-brown powder. The product, N-(thiazol-2-yl)-1H-imidazole-1-carbothioamide (3.70 g, 17.60 mmol, 83% yield), was taken directly to the next step without any further characterization.

Aufarbeitung

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationthe precipitate was filtered
  3. washwashed with cold acetonitrile (2×15 mL)
  4. customto afford an orange-brown powder

Quellen und Nachweise

ORD-Eintrag
ord-8f8e7ac1548c4bf1b3f54d0de8559ee3
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863291B2

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