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Simple syntheses of benzothiazol-2-ylazoles

✍ Scribed by El-Sayed M. A. Yakout; Yahia A. Allam; Galal A. M. Nawwar

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
156 KB
Volume
10
Category
Article
ISSN
1042-7163

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✦ Synopsis

Syntheses of the title ring systems are described starting with benzothiazol-2-ylacetohydrazide (1). Thus, 1 was reacted with carbon disulfide to afford the 2-methyl heteroaryl derivative 2, which on reaction with hydrazine hydrate yielded the corresponding triazole compound 3. Also, 1 can undergo a reaction with an isothiocyanate to give the N-thiocarbonyl adduct 4 that can then be cyclized to produce a 2-methyl heteroaryl analog 5 or 6. Compounds 8 or 9 could be obtained by the reaction of 1 with an aryl aldehyde followed by malononitrile or via its self-cyclization, respectively.

📜 SIMILAR VOLUMES

ChemInform Abstract: Simple Syntheses of
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✍ El-Sayed M. A. Yakout; Yahia A. Allam; Galal A. M. Nawwar 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB

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The formation of benzothiazole-2-thiol from aniline, carbon disulphide and sulphur at 230°C was shown to occur by a sequence of three principal steps. Labelling experiments confirmed that both sulphur atoms originate from carbon disulphide. An initial polar reaction to form thiocarbanilide via pheny

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