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Intramolecular cyclization of Mannich reaction for synthesis of pyrimido[2,1-b]-1,3,5-tiadiazines

✍ Scribed by Hassan A. H. El-Sherief; Zeinab A. Hozien; Ahmed F. M. El-Mahdy; Abdelwarth A. O. Sarhan

Book ID
102344083
Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
332 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image Reaction of 6‐aryl‐5‐cyano‐2‐mercapto‐3,4‐dihydropyrimidin‐4‐ones with formaldehyde and primary amines in suitable solvent via a double Mannich reaction gave the corresponding 8‐aryl‐7‐cyano‐3‐N‐substituted‐pyrimido[2,1‐b]‐1,3,5‐thiadiazin‐6‐ones rather than the isomeric products 6‐aryl‐7‐cyano‐3‐N‐substituted‐pyrimido[2,1‐b]‐1,3,5‐thiadiazin‐8‐ones. The cyclization method was found to be the most favored for the formation of the linear products rather than the angular isomers. This was confirmed not only by using spectral analysis and molecular mechanical calculations but also by X‐ray single crystal structure determination. J. Heterocyclic Chem., (2010).

📜 SIMILAR VOLUMES

ChemInform Abstract: Intramolecular Mann
ChemInform Abstract: Intramolecular Mannich Reaction for Synthesis of Imidazo-[2,1-b]-1,3,5-thiadiazines and 1,2,4-Triazino[3,2,b]-1,3,5-thiadiazines.
✍ Zeinab A. Hozien 📂 Article 📅 2001 🏛 John Wiley and Sons ⚖ 31 KB 👁 2 views

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