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Synthese von 2-[Benzazolyl-(2)]-3,3-bis-(alkylthio)-acrylnitrilen und Umsetzungen mit N-Nucleophilen

✍ Scribed by Prof. Dr. Manfred Augustin; Dr. Wolfgang Dölling

Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
389 KB
Volume
324
Category
Article
ISSN
1615-4150

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✦ Synopsis

Synthesis of 2‐[Benzazolyl‐(2)]‐3,3‐bis‐(alkylthio)‐acrylnitriles and Their Reactions with N‐Nucleophiles

The reactions of benzazolyl‐(2)‐acetonitriles 1 (1H‐benzimidazolyl‐, 1‐methylbenzimidazolyl‐, benzoxazolyl‐ and benzothiazolyl‐) with carbon disulfide in the presence of sodium hydride in dimethylsulfoxide and methylation yield the 2‐[benzazolyl‐(2)]‐3,3‐bis‐(alkylthio)‐acrylonitriles 3–5 reacting with amines to the keten‐S,N‐acetals 6–9.

If dinucleophilic reagents are used heterocyclic systems 10–14 are formed.

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✍ Herrmann, Dieter ;Lohre, Wolfgang 📂 Article 📅 1985 🏛 John Wiley and Sons 🌐 English ⚖ 382 KB 👁 1 views

Eingegangen am 29. Januar 1985 2-Aryl-(Alkyl-)-4,6-bis(alkylthio)-1,3,5-oxadiaziniumsalze 2 reagieren rnit Ammoniak und Amidinen zu den 1,3,5-Triazinderivaten 6,7 und 8. Durch Umsetzungen von 2 rnit Hydrazin odcr Schwefelwasserstoff erhiilt man N-(5-Aryl-4H-l,2,4-triazol-3-yl)thiocarbamidsaure-Smeth