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INTERACTION OF 2-(1H-BENZIMIDAZOL-2-YL)THIENO[2,3-b]PYRIDIN-3-AMINES WITH ortho-FORMYLBENZOIC ACIDS

В. К. Василин, Д. Ю. Лукина, Т. А. Строганова, Г. Д. Крапивин
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Abstract


We describe a two-stage synthesis of heptacyclic structures, isoindolo[1',2':2,3]pyrido[3",2":4',5']-thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-ones, and intermediates, 5,6-dihydropyrido-[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids, as products from the interaction of 3-amino-2‑benzimidazolylthieno[2,3-b]pyridines and ortho-formylbenzoic acids. 5,6‑Dihydropyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids were shown to easily oxidize (aromatize) to the corresponding pyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]-benzimidazol-6‑yl]benzoic acids. The molecular and crystal structures of 4-(methoxymethyl)-2-methylisoindolo-[1',2':2,3]pyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-one and 2-[4‑(methoxymethyl)-2-methylpyrido[3",2":4',5']thieno[3',2':4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acid were studied by X-ray crystallography.

How to Cite
Vasilin, V. K.; Lukina, D. Yu.; Stroganova, T. A.; Krapivin, G. D. Chem. Heterocycl. Compd. 2015, 50, 1487. [Khim. Geterotsikl. Soedin. 2014, 1614.]

For this article in the English edition see DOI 10.1007/s10593-014-1615-z


Keywords


2-(1H-benzimidazol-2-yl)thieno[2,3-b]pyridin-3-amines; (5,6-dihydropyrido[3",2":4',5']thieno[3',2':4,5]pyrimidino[1,6-a]benzimidazol-6-yl)benzoic acids; (±)-isoindolo[1',2':2,3]pyrido[3",2":4',5']thieno[3',2':4,5]pyrimidino[1,6-a]benzimidazol-6(10bH)-ones, ortho-formylbenzoic acids; (pyrido[3",2":4',5']thieno[3',2':4,5]pyrimidino[1,6-a]benzimidazol-6-yl)benzoic acids; molecular structures; X-ray structural analysis

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