2-Benzothiazolamine, 4-chloro- → N-(4-chlorobenzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamide

HRID 250000

Reaktionsgleichung

Reaktionsgleichung von HRID 250000
[Cl:1][C:2]1[C:7]2[N:8]=[C:9]([NH2:11])[S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:12](N1C=CN=C1)([N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1)=[S:13]>C(#N)C>[Cl:1][C:2]1[C:7]2[N:8]=[C:9]([NH:11][C:12]([N:14]3[CH:18]=[CH:17][N:16]=[CH:15]3)=[S:13])[S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 298722-Benzothiazolamine, 4-chloro-HCID 802641,1'-Thiocarbonyldiimidazole

Produkt 1

HCID 58088259N-(4-chlorobenzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamideAusbeute 18,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To 4-chlorobenzo[d]thiazol-2-amine (1.12 g, 6.07 mmol) in acetonitrile (30 mL) was added 1,1′-thiocarbonyldiimidazole (1.405 g, 7.89 mmol). The reaction mixture was stirred at 50° C. for 18 hours. The reaction was cooled to room temperature and the precipitate was filtered and washed with acetonitrile (2×50 mL). The yellow powder was dried in a vacuum oven (40° C.) for 1 hour to yield N-(4-chlorobenzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamide (0.33 g, 1.12 mmol, 18.5% yield) and then used in the next step without any further purification or characterization.

Aufarbeitung

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationthe precipitate was filtered
  3. washwashed with acetonitrile (2×50 mL)
  4. customThe yellow powder was dried in a vacuum oven (40° C.) for 1 hour

Quellen und Nachweise

ORD-Eintrag
ord-125f2fbde8094de3a9900703047884fe
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863291B2

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