2-Amino-1-methylbenzimidazole → N-(1-methyl-1H-benzo[d]imidazol-2-yl)-1H-imidazole-1-carbothioamide

HRID 250003

Reaktionsgleichung

Reaktionsgleichung von HRID 250003
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[NH2:11].[C:12](N1C=CN=C1)([N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1)=[S:13]>C(#N)C>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[NH:11][C:12]([N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1)=[S:13]

Komponenten

4

Edukt 2

HCID 741872-Amino-1-methylbenzimidazoleHCID 802641,1'-Thiocarbonyldiimidazole

Produkt 1

HCID 58087953N-(1-methyl-1H-benzo[d]imidazol-2-yl)-1H-imidazole-1-carbothioamideAusbeute 71,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To 1-methyl-1H-benzo[d]imidazol-2-amine (1.28 g, 8.7 mmol) in acetonitrile (30 mL) was added 1,1′-thiocarbonyldiimidazole (2.015 g, 11.31 mmol). The reaction 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-(1-methyl-1H-benzo[d]imidazol-2-yl)-1H-imidazole-1-carbothioamide (1.6 g, 6.22 mmol, 71.5% 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-f814959d80a74636952b33e8f5efc1a9
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863291B2

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