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Synthesis, antioxidant and antimicrobial activity of novel benzene-1,4-diamine-bis-dioxaphosphepine-6λ5 iminophosphoranes

✍ Scribed by M. Veera Narayana Reddy; G. Chandra Sekhar Reddy; K. Suresh Kumar; C. Suresh Reddy; C. Naga Raju

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

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✦ Synopsis

Abstract

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A new class of novel benzene‐1,4‐diamine‐bis‐dioxaphosphepine‐6λ^5^ iminophosphoranes (5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j) were synthesized by the reaction of 6‐chlorodibenzo[d,f][1,3,2]dioxaphosphepine (2) with 1,4‐diaminobenzene to form bis‐dibenzo[d,f][1,3,2]dioxaphosphepin‐6‐yl‐benzene‐diamine (3). Its subsequent reaction with different alkyl/aryl azides (4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j) in tetrahydrofuran at 50–60°C under inert atmosphere yielded title compounds. Their structures were established by elemental analysis, IR, ^1^H, ^13^C, ^31^P NMR, and mass spectral studies. All the title compounds were screened for antioxidant properties and found to exhibit potent in vitro antioxidant and antimicrobial activity J. Heterocyclic Chem., (2010).

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## Abstract Bis‐1,2,3,4‐tetrahydropyrimidinylalkanes/benzenes **2a‐f** have been synthesized by the reaction of N,S‐acetals with formaldehyde and diamines. Reaction of pyrazoles **3a** and **3b** with diamines and formaldehyde yield bis‐4,5,6,7‐tetrahydropyrazolo[3,4‐__d__]pyrimidinylalkanes **4a‐b