2-Amino-4-methylbenzothiazole → N-(4-methylbenzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamide

HRID 249999

Reaktionsgleichung

Reaktionsgleichung von HRID 249999
[CH3:1][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>[CH3:1][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 151322-Amino-4-methylbenzothiazoleHCID 802641,1'-Thiocarbonyldiimidazole

Produkt 1

HCID 58088267N-(4-methylbenzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamideAusbeute 49 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To 4-methylbenzo[d]thiazol-2-amine (1.1 g, 6.7 mmol) in acetonitrile (30 mL) was added 1,1′-thiocarbonyldiimidazole (1.552 g, 8.71 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 (50° C.) for 1 hour to yield N-(4-methylbenzo[d]thiazol-2-yl)-1H-imidazole-1-carbothioamide (900 mg, 3.28 mmol, 49% 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 (50° C.) for 1 hour

Quellen und Nachweise

ORD-Eintrag
ord-c961a56e920f41b98c09e6183cab8541
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863291B2

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