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Synthesis and antimicrobial activity of novel 2-alkyl/arylcarbamato-6-(1,1-dimethylethyl)-3-cyclohexyl-3,4-dihydro-2H-1,3,2-benzoxazaphosphorine-2-oxides

✍ Scribed by Y. Hari Babu; P. Vasu Govardhana Reddy; C. Suresh Reddy; C. Devendranath Reddy; P. Uma Maheswari Devi


Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
45 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

Novel 2‐alkyl/arylcarbamato‐6‐(1,1‐dimethylethyl)‐3‐cyclohexyl‐3,4‐dihydro‐2__H__‐1,3,2‐benzoxaza‐phosphorine‐2‐oxides (IV) have been synthesized from reactions of 2‐cyclohexylaminomethyl‐4‐t‐butylphenol I [8c] with various dichlorophosphinyl carbamates (III) [8a‐b] in dry toluene in the presence of triethylamine at 40‐50 °C. All the title compounds (IVa‐j) at reflux temperature are degraded to 2‐amino‐6‐(1,1‐dimethylethyl)‐3‐cyclohexyl‐3,4‐dihydro‐2__H__‐1,3,2‐benzoxazaphosphorine‐2‐oxide (IVk) exclusively. The structures are determined by ir, nmr and mass spectral studies. They were screened for antifungal activity against Penicillium notatum, Aspergillus niger and Helminthosporium sps, and antibacterial activity on Escherchia coli, Staphylococcus aureus and Pseudomonas aeruginosa. A few of them possess significant activity.


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