том 65 издание 25 страницы 8439-8443

Synthetic utilization of polynitroaromatic compounds. 2. Synthesis Of 4,6-dinitro-1,2-benzisothiazol-3-ones and 4,6-dinitro-1, 2-benzisothiazoles from 2-benzylthio-4,6-dinitrobenzamides.

Тип публикацииJournal Article
Дата публикации2000-11-10
SCImago Q2
WOS Q1
БС1
SJR0.604
CiteScore5.8
Impact factor3.3
ISSN00223263, 15206904
Organic Chemistry
Краткое описание
Cyclization of 2-benzylthio-4,6-dinitrobenzamides to 4,6-dinitro-1, 2-benzisothiazol-3-ones was achieved using SO(2)Cl(2) in CH(2)Cl(2) at room temperature. Alkylation of these heterocycles proceeded in a nonregioselective manner to yield a mixture of corresponding O- and N-alkylated products. Oxidation of 4,6-dinitro-1,2-benzisothiazoles (50% H(2)O(2) in AcOH) afforded the corresponding S-oxides and S, S-dioxides, depending on oxidation conditions. Unexpectedly, oxidation of a 3-methoxy derivative resulted in ring opening with the formation of the corresponding sulfamide. Chlorination of these 4,6-dinitro-1,2-benzisothiazol-3-ones (PCl(5)-POCl(3)) gave the expected 3-chloroisothiazoles.
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Zlotin S. G. et al. Synthetic utilization of polynitroaromatic compounds. 2. Synthesis Of 4,6-dinitro-1,2-benzisothiazol-3-ones and 4,6-dinitro-1, 2-benzisothiazoles from 2-benzylthio-4,6-dinitrobenzamides. // Journal of Organic Chemistry. 2000. Vol. 65. No. 25. pp. 8439-8443.
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Zlotin S. G. Synthetic utilization of polynitroaromatic compounds. 2. Synthesis Of 4,6-dinitro-1,2-benzisothiazol-3-ones and 4,6-dinitro-1, 2-benzisothiazoles from 2-benzylthio-4,6-dinitrobenzamides. // Journal of Organic Chemistry. 2000. Vol. 65. No. 25. pp. 8439-8443.
RIS |
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TY - JOUR
DO - 10.1021/jo000480c
UR - https://pubs.acs.org/doi/10.1021/jo000480c
TI - Synthetic utilization of polynitroaromatic compounds. 2. Synthesis Of 4,6-dinitro-1,2-benzisothiazol-3-ones and 4,6-dinitro-1, 2-benzisothiazoles from 2-benzylthio-4,6-dinitrobenzamides.
T2 - Journal of Organic Chemistry
AU - Zlotin, Sergei G
PY - 2000
DA - 2000/11/10
PB - American Chemical Society (ACS)
SP - 8439-8443
IS - 25
VL - 65
PMID - 11112560
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
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BibTex (до 50 авторов) Скопировать
@article{2000_Zlotin,
author = {Sergei G Zlotin},
title = {Synthetic utilization of polynitroaromatic compounds. 2. Synthesis Of 4,6-dinitro-1,2-benzisothiazol-3-ones and 4,6-dinitro-1, 2-benzisothiazoles from 2-benzylthio-4,6-dinitrobenzamides.},
journal = {Journal of Organic Chemistry},
year = {2000},
volume = {65},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://pubs.acs.org/doi/10.1021/jo000480c},
number = {25},
pages = {8439--8443},
doi = {10.1021/jo000480c}
}
MLA
Цитировать
Zlotin, Sergei G., et al. “Synthetic utilization of polynitroaromatic compounds. 2. Synthesis Of 4,6-dinitro-1,2-benzisothiazol-3-ones and 4,6-dinitro-1, 2-benzisothiazoles from 2-benzylthio-4,6-dinitrobenzamides..” Journal of Organic Chemistry, vol. 65, no. 25, Nov. 2000, pp. 8439-8443. https://pubs.acs.org/doi/10.1021/jo000480c.
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