1,1'-Carbonyldiimidazole → HCID 86595000, compound

Participants

Reaction Steps

In accordance with scheme 3, to a suspension of a corresponding benzoimidazole-2-carboxylic acid (XIII) was added CDI and stirred at ambient temperature for about 1 h. Then the mixture is refluxed for about 30 min. After cooling to ambient temperature, 2-methoxy-5-morpholin-4-yl-phenylamine (for R1=morpholinyl, IX) was added and the reaction mixture was heated to reflux for about 16 h. After workup, the corresponding 1H-benzoimidazole-2-carboxylic acid (2-methoxy-5-morpholin-4-yl-phenyl)-amide (XIV) was obtained, which was then taken up in toluene and treated with Lawesson reagent. The reaction mixture was heated to reflux for about 2 h and after workup, the corresponding 1H-benzoimidazole-2-carbothioic acid (2-methoxy-5-morpholin-4-yl-phenyl)-amide (IV) was obtained, which was then taken up in water and treated with KOH and potassium hexacyano ferrate at reflux for about 24 h to obtain the corresponding 2-(1H-benzoimidazol-2-yl)-4-methoxy-7-morpholin-4-yl-benzothiazole (Ib).

Provenance & Evidence