Synthesis of 3-[(2-Ethylhexyl)amino]-5-phenyl-4H-1,2,6-thiadiazin-4-one and 3-[(2-Ethylhexyl)amino]-5-[(4-oxo-5-phenyl-4H-1,2,6-thiadiazin-3-yl)amino]-4H-1,2,6-thiadiazin-4-one

Suzuki–Miyaura coupling of 3-chloro-5-[(2-ethylhexyl)amino]-4H-1,2,6-thiadiazin-4-one with phenylboronic acid, at ca. 100 °C, gave 3-[(2-ethylhexyl)amino]-5-phenyl-4H-1,2,6-thiadiazin-4-one in 69% yield. Another nucleophilic substitution reaction of 3-chloro-5-[(4-oxo-5-phenyl-4H-1,2,6-thiadiazin-3-yl)amino]-4H-1,2,6-thiadiazin-4-one with 2-ethylhexan-1-amine at ca. 100 °C gave 3-[(2-ethylhexyl)amino]-5-[(4-oxo-5-phenyl-4H-1,2,6-thiadiazin-3-yl)amino]-4H-1,2,6-thiadiazin-4-one in 93% yield.

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Journal
Molbank
Published
2026-03-11
DOI
https://doi.org/10.3390/m2150
Primary Topic
Synthesis and Characterization of Heterocyclic Compounds
Type
article
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article

Synthesis of 3-[(2-Ethylhexyl)amino]-5-phenyl-4H-1,2,6-thiadiazin-4-one and 3-[(2-Ethylhexyl)amino]-5-[(4-oxo-5-phenyl-4H-1,2,6-thiadiazin-3-yl)amino]-4H-1,2,6-thiadiazin-4-one

Andreas S. Kalogirou, Panayiotis A. Koutentis
Molbank
Synthesis and Characterization of Heterocyclic Compounds
article

Synthesis of 3-[(2-Ethylhexyl)amino]-5-phenyl-4H-1,2,6-thiadiazin-4-one and 3-[(2-Ethylhexyl)amino]-5-[(4-oxo-5-phenyl-4H-1,2,6-thiadiazin-3-yl)amino]-4H-1,2,6-thiadiazin-4-one

Andreas S. Kalogirou, Panayiotis A. Koutentis
article en

Abstract

Suzuki–Miyaura coupling of 3-chloro-5-[(2-ethylhexyl)amino]-4H-1,2,6-thiadiazin-4-one with phenylboronic acid, at ca. 100 °C, gave 3-[(2-ethylhexyl)amino]-5-phenyl-4H-1,2,6-thiadiazin-4-one in 69% yield. Another nucleophilic substitution reaction of 3-chloro-5-[(4-oxo-5-phenyl-4H-1,2,6-thiadiazin-3-yl)amino]-4H-1,2,6-thiadiazin-4-one with 2-ethylhexan-1-amine at ca. 100 °C gave 3-[(2-ethylhexyl)amino]-5-[(4-oxo-5-phenyl-4H-1,2,6-thiadiazin-3-yl)amino]-4H-1,2,6-thiadiazin-4-one in 93% yield.

MolbankVol. 2026(2)
European University Cyprus (CY), University of Cyprus (CY)
University of Cyprus, Research Promotion Foundation, A.G. Leventis Foundation
Openalex Percentile: Top 24%
Synthesis and Characterization of Heterocyclic Compounds
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