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Über die Synthese von 1,3-Dihydro-3-(2-dimethylaminoäthyl)-1-(3-thienyl)-benzimidazol-2-onen

The synthesis of 1.3-dihydro-3-(2-dimethylaminoethyl)-1-(3-thienyl)-benzimidazol-2-ones

  • Organische Chemie und Biochemie
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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

The synthesis of 1-(3-thienyl)-benzimidazol-2-ones (3 a and4), described in an earlier paper1, has been further investigated. The Na-salt of3 a is converted to a benzimidazolone substituted in position 3 (3 b). Dehydrogenation of the thiophene nucleus of3 a with chloranil yields5 a, which undergoes substitution in position 3 with Cl(CH2)2N(CH3)2 to give5 b. Monochlorination of5 a yields5 c, the structure of which is confirmed by1H-NMR-spectroscopy.5 d is obtained by reaction of the Na-salt of5 c with Cl(CH2)2N(CH3)2.

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Literatur

  1. O. Hromatka, D. Binder undK. Eichinger, Mh. Chem.106, 375 (1975).

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  2. M. Israel, L. C. Jones undE. J. Modest, Tetrahedron Letters1964, 2239.

  3. A. Rossi, A. Hunger, J. Kebrle undK. Hoffmann, Helv. Chim. Acta43, 1298 (1966).

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Hromatka, O., Binder, D. & Eichinger, K. Über die Synthese von 1,3-Dihydro-3-(2-dimethylaminoäthyl)-1-(3-thienyl)-benzimidazol-2-onen. Monatshefte für Chemie 106, 555–558 (1975). https://doi.org/10.1007/BF01150537

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  • DOI: https://doi.org/10.1007/BF01150537

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