Efficient and convenient synthesis of pyrido [2,1-b]benzothiazole, pyrimidopyrido[2,1-b]benzothiazole and benzothiazolo[3,2-a][1,8]naphthyridine derivatives

Author:

Refat Hala M.1,Mohamed Khaled S.2

Affiliation:

1. 1Faculty of Science, Department of Chemistry, Suez Canal University, Al-Arish 45511, Egypt

2. 2Higher Institute for Engineering and Technology, Engineering Chemistry Department, New Damietta 34518, Egypt

Abstract

AbstractNew 3-aryl-pyrido[2,1-b][1,3]benzothiazole derivatives 2ae were synthesized in excellent yields via the reaction of benzothiazoleacetonitrile (1) with different aromatic aldehydes. The treatment of 2-(benzo[d]thiazol-2-yl)-3-(pyridin-4-yl)acrylonitrile (6) with malononitrile afforded 1-amino-3-(pyridin-4-yl)-3H-pyrido[2,1-b][1,3]benzothiazole-2,4-dicarbonitrile (7), which was allowed to react with a variety of reagents to provide pyrimido[5′,4′:5,6]pyrido[2,1-b][1,3]benzothiazole 8, 9 and [1,3]benzothiazolo[3,2-a][1,8]naphthyridine 10, 15 derivatives. All synthesized products were confirmed by elemental analysis, IR, 1H-NMR, 13C-NMR, and mass spectral data.

Publisher

Walter de Gruyter GmbH

Subject

Organic Chemistry

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