Synthesis and reactivity of 2-(furan-2-yl)benzo[ e ][1,3]benzothiazole

А. А. Aleksandrov; М. М. El’chaninov

doi:10.1134/S1070363217080138

Synthesis and reactivity of 2-(furan-2-yl)benzo[e][1,3]benzothiazole

Authors: Aleksandrov А.А.¹, El’chaninov М.М.¹
Affiliations:
1. Platov South-Russian State Polytechnic University
Issue: Vol 87, No 8 (2017)
Pages: 1716-1720
Section: Article
URL: https://journals.rcsi.science/1070-3632/article/view/220972
DOI: https://doi.org/10.1134/S1070363217080138
ID: 220972

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Abstract
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Abstract

N-(1-Naphthyl)furan-2-carboxamide was synthesized by the coupling of naphthalen-1-amine with furan-2-carbonyl chloride in propan-2-ol and then treated with excess P2S5 in anhydrous toluene to obtain the corresponding thioamide. The latter was oxidized with potassium ferricyanide in an alkaline medium by the Jakobson procedure to synthesize 2-(furan-2-yl)benzo[e][1,3]benzothiazole which was subjected to electrophilic substitution reactions: nitration, bromination, formylation, and acylation.

Keywords

naphthalen-1-amine, furan-2-carbonyl chloride, N-(1-naphthyl)furan-2-carboxamide, potassium ferricyanide, 2-(furan-2-yl)benzo[e][1,3]benzothiazole, electrophilic substitution reactions

About the authors

А. А. Aleksandrov

Platov South-Russian State Polytechnic University

Author for correspondence.
Email: aaanet1@yandex.ru
Russian Federation, pr. Prosveshcheniya 132, Novocherkassk, 346428

М. М. El’chaninov