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Synthesis of some new azole, pyrimidine, pyran, and benzo/naphtho[b]furan derivatives incorporating thiazolo[3,2-a]benzimidazole moiety

✍ Scribed by Ahmad M. Farag; Kamal M. Dawood; Hatem A. Abdel-Aziz; Nehal A. Hamdy; Issa M. I. Fakhr

Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
130 KB
Volume
48
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Reaction of E‐3‐(N,N‐dimethylamino)‐1‐(3‐methylthiazolo[3,2‐a]benzimidazol‐2‐yl)prop‐2‐en‐1‐one (1) with some N‐nucleophiles, such as anilines 2a, 2b, 2c, 4‐amino‐N‐pyridin‐2‐yl‐benzenesulfonamide (4a), 4‐amino‐N‐pyrimidin‐2‐yl‐benzenesulfonamide (4b), hydrazine, hydroxylamine, thiourea, and guanidine afforded the corresponding arylaminoprop‐2‐en‐1‐one derivatives 3a, 3b, 3c, 5a, 5b, the pyrazole, isoxazole, pyrimidinethione and aminopyrimidine derivatives 7a, 7b, 9a, and 9b, respectively. The utility of compound 1, as a versatile building block, for the synthesis of the pyranone 13, benzo[b]furan 17a, and naphtho[1,2‐b]furan 17b was also explored via its reaction with 2‐benzamidoacetic acid (10), 1,4‐benzoquinone (14a), and 1,4‐naphthoquinone (14b), respectively. J. Heterocyclic Chem., (2011).

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Synthesis of some novel pyrazolo[1,5-a]p
Synthesis of some novel pyrazolo[1,5-a]pyrimidine, 1,2,4-triazolo[1,5-a]pyrimidine, pyrido[2,3-d]pyrimidine, pyrazolo[5,1-c]-1,2,4-triazine and 1,2,4-triazolo[5,1-c]-1,2,4-triazine derivatives incorporating a thiazolo[3,2-a]benzimidazole moiety
✍ Hatem A. Abdel-Aziz; Nehal A. Hamdy; Issa M. I. Fakhr; Ahmad M. Farag 📂 Article 📅 2008 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 407 KB

## Abstract magnified image __E__‐3‐(__N,N__‐Dimethylamino)‐1‐(3‐methylthiazolo[3,2‐__a__]benzimidazol‐2‐yl)prop‐2‐en‐1‐one (**2**) was synthesized by the reaction of 1‐(3‐methylthiazolo[3,2‐__a__]benzimidazol‐2‐yl)ethanone (**1**) with dimethylformamide‐dimethylacetal. The reaction of **2** with