Journals / Turkish Journal of Chemistry / 2008 / Cilt: 32 - Sayı: 2

Synthesis and Antimicrobial Activities of 1,2,4-Oxadiazin-5-one, 6-one and 5-Thiones

Pages
147–155
Publication Date
2008-02-01
DOI
—
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

It was found that all the tested compounds have good antimicrobial activities.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:N-Substituted pyridine carboxamide oximes (2) were obtained from the reactions of pyridine hydroxamic acid chloride hydrochlorides (1) with primary amines.
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Key Findings & Data:The reactions of carboxamide oximes with chloroacetyl chloride in the presence of triethylamine gave the corresponding 3,4-disubstituted-1,2,4-oxadiazin-5-ones (3), which on treatment with P2S5 gave in moderate yielded the corresponding 3,4-disubstituted-1,2,4-oxadiazin-5-thiones (4).
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Conclusion & Impact:It was found that all the tested compounds have good antimicrobial activities.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Amidoxime · oxadiazine · antimicrobial activity

Abstract

N-Substituted pyridine carboxamide oximes (2) were obtained from the reactions of pyridine hydroxamic acid chloride hydrochlorides (1) with primary amines. The reactions of carboxamide oximes with chloroacetyl chloride in the presence of triethylamine gave the corresponding 3,4-disubstituted-1,2,4-oxadiazin-5-ones (3), which on treatment with P2S5 gave in moderate yielded the corresponding 3,4-disubstituted-1,2,4-oxadiazin-5-thiones (4). The reaction of pyridine carboxamide oximes with a-aminoacid ester led to the formation of 3,5-disubstituted-1,2,4-oxadiazin-6-ones (5) in moderate yields. The structures of the prepared compound were evaluated by spectroscopy. Some of the representatives of 3,4-disubstituted-1,2,4- oxadiazin-5-ones, thiones, and 3,5-disubstituted-1,2,4-oxadiazin-6-ones were screened for antibacterial activity using disc diffusion. It was found that all the tested compounds have good antimicrobial activities.

Özet

N-Substituted pyridine carboxamide oximes (2) were obtained from the reactions of pyridine hydroxamic acid chloride hydrochlorides (1) with primary amines. The reactions of carboxamide oximes with chloroacetyl chloride in the presence of triethylamine gave the corresponding 3,4-disubstituted-1,2,4-oxadiazin-5-ones (3), which on treatment with P2S5 gave in moderate yielded the corresponding 3,4-disubstituted-1,2,4-oxadiazin-5-thiones (4). The reaction of pyridine carboxamide oximes with a-aminoacid ester led to the formation of 3,5-disubstituted-1,2,4-oxadiazin-6-ones (5) in moderate yields. The structures of the prepared compound were evaluated by spectroscopy. Some of the representatives of 3,4-disubstituted-1,2,4- oxadiazin-5-ones, thiones, and 3,5-disubstituted-1,2,4-oxadiazin-6-ones were screened for antibacterial activity using disc diffusion. It was found that all the tested compounds have good antimicrobial activities.

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Cite This Article

ARIKAN, N., DÜLGER, D. S. A. B. (2008). Synthesis and Antimicrobial Activities of 1,2,4-Oxadiazin-5-one, 6-one and 5-Thiones. Turkish Journal of Chemistry, Cilt: 32 - Sayı: 2, 147–155. https://ajindex.com/articles/193096

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