Synthesis of New Derivatives of 5-Acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione
- 作者: Velikorodov A.V.1, Zukhayrayeva A.S.1, Osipova V.P.2, Polovinkina M.A.3
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隶属关系:
- Astrakhan State University
- Southern Scientific Center
- Astrakhan State Technical University
- 期: 卷 55, 编号 12 (2019)
- 页面: 1884-1889
- 栏目: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/221462
- DOI: https://doi.org/10.1134/S1070428019120121
- ID: 221462
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详细
5-Acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione reacted with cyclohexyl and benzyl (4-aminophenyl)carbamates in boiling ethanol in the presence of a catalytic amount of glacial acetic acid to give the corresponding Schiff bases, cyclohexyl and benzyl (4-{[(E)-1-(4-hydroxy-2,6-dioxo-3,6-dihydro-2H-1,3-thiazin-5-yl)ethylidene]amino}phenyl)carbamates. Heating of the latter in dimethylformamide for 2 h was accompanied by evolution of COS with the formation of cyclohexyl and benzyl {4-[6-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl]phenyl}carbamates. The condensation of the title compound with benzene-1,2-diamine in propan-2-ol, followed by addition of 5-arylfuran-2-carbaldehyde and trifluoroacetic acid afforded 5-(2-{5-[4-bromo(nitro)phenyl]furan-2-yl}-2,3-dihydro-1H-1,5-benzodiazepin-4-yl)-4-hydroxy-2H-1,3-thiazine-2,6(3H)-diones. 5-((E)-3-{5-[4-Bromo(nitro)phenyl]furan-2-yl}prop-2-enoyl)-4-hydroxy-2H-1,3-thiazine-2,6(3H)-diones were synthesized by condensation of 5-acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione with 5-[4-bromo(nitro)phenyl]furan-2-carbaldehydes in chloroform in the presence of catalytic amounts of pyridine and piperidine.
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作者简介
A. Velikorodov
Astrakhan State University
编辑信件的主要联系方式.
Email: avelikorodov@mail.ru
俄罗斯联邦, Astrakhan, 414000
A. Zukhayrayeva
Astrakhan State University
Email: avelikorodov@mail.ru
俄罗斯联邦, Astrakhan, 414000
V. Osipova
Southern Scientific Center
Email: avelikorodov@mail.ru
俄罗斯联邦, Rostov-on-Don, 34400
M. Polovinkina
Astrakhan State Technical University
Email: avelikorodov@mail.ru
俄罗斯联邦, Astrakhan, 414056
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