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Synthesis of 2-aryl-4,6-dinitrobenzo[b]thiophenes from 2,4,6-trinitrotoluene

Oleg Yuryevich Sapozhnikov 1
Oleg Yuryevich Sapozhnikov
, 
Vasily Victorovich Mezhnev 1
Vasily Victorovich Mezhnev
, 
Mikhail Dmitrievich Dutov 1
Mikhail Dmitrievich Dutov
, 
Vadim Vadimovich Kachala 1
Vadim Vadimovich Kachala
, 
Svyatoslav Arkad'evich Shevelev 1
Svyatoslav Arkad'evich Shevelev
10.1070/MC2004v014n01ABEH001859
Published 2004-03-05
Communication , Volume 14, Issue 1, 27-28
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Sapozhnikov O. Y. et al. Synthesis of 2-aryl-4,6-dinitrobenzo[b]thiophenes from 2,4,6-trinitrotoluene // Mendeleev Communications. 2004. Vol. 14. No. 1. pp. 27-28.
GOST all authors (up to 50) Copy
Sapozhnikov O. Y., Mezhnev V. V., Dutov M. D., Kachala V. V., Shevelev S. A. Synthesis of 2-aryl-4,6-dinitrobenzo[b]thiophenes from 2,4,6-trinitrotoluene // Mendeleev Communications. 2004. Vol. 14. No. 1. pp. 27-28.
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TY - JOUR
DO - 10.1070/MC2004v014n01ABEH001859
UR - https://mendcomm.colab.ws/publications/10.1070/MC2004v014n01ABEH001859
TI - Synthesis of 2-aryl-4,6-dinitrobenzo[b]thiophenes from 2,4,6-trinitrotoluene
T2 - Mendeleev Communications
AU - Sapozhnikov, Oleg Yuryevich
AU - Mezhnev, Vasily Victorovich
AU - Dutov, Mikhail Dmitrievich
AU - Kachala, Vadim Vadimovich
AU - Shevelev, Svyatoslav Arkad'evich
PY - 2004
DA - 2004/03/05
PB - Mendeleev Communications
SP - 27-28
IS - 1
VL - 14
ER -
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@article{2004_Sapozhnikov,
author = {Oleg Yuryevich Sapozhnikov and Vasily Victorovich Mezhnev and Mikhail Dmitrievich Dutov and Vadim Vadimovich Kachala and Svyatoslav Arkad'evich Shevelev},
title = {Synthesis of 2-aryl-4,6-dinitrobenzo[b]thiophenes from 2,4,6-trinitrotoluene},
journal = {Mendeleev Communications},
year = {2004},
volume = {14},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2004v014n01ABEH001859},
number = {1},
pages = {27--28},
doi = {10.1070/MC2004v014n01ABEH001859}
}
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Sapozhnikov, Oleg Yuryevich, et al. “Synthesis of 2-aryl-4,6-dinitrobenzo[b]thiophenes from 2,4,6-trinitrotoluene.” Mendeleev Communications, vol. 14, no. 1, Mar. 2004, pp. 27-28. https://mendcomm.colab.ws/publications/10.1070/MC2004v014n01ABEH001859.

Abstract

A method for the synthesis of previously unknown 2-aryl-4,6-dinitrobenzo[b]thiophenes and their 3-chloro derivatives has been developed based on the replacement of ortho-NO2 in (E)-2,4,6-trinitrostilbenes on treatment with PhCH2SH/K2CO3 followed by transformations of the resulting 2-benzylthio-4,6-dinitrostilbenes by treatment with SO2Cl2.

References

1.
10.1070/MC2004v014n01ABEH001859_bib1
Tartakovsky
Conversion Concepts for Commercial Applications and Disposal Technologies of Energetic Systems, 1997
2.
10.1070/MC2004v014n01ABEH001859_bib2
Shevelev
Combustion of Energetic Materials, 2002