Synthesis of 2-methyl-N-(2,2,2-trichloroethylidene)- and 2-methyl-N-(2,2,2-trichloroethyl)benzenesulfonamides from N,N-dichloro-2-methylbenzenesulfonamide and trichloroethylene
Publication type: Journal Article
Publication date: 2014-03-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
The reaction of N,N-dichloro-2-methylbenzenesulfonamide with trichloroethylene gave a new representative of highly electrophilic N-sulfonyl polyhaloaldehyde imines, 2-methyl-N-(2,2,2-trichloroethylidene) benzenesulfonamide. High reactivity of the product was demonstrated in the addition of water and 2-methylbenzenesulfonamide and reactions with benzene, toluene, anisole, thiophene, and 2-chlorothiophene. N,N-Dichlorobenzenesulfonamides and N,N-dichlorotrifluoromethanesulfonamide failed to react with 1,1,3,3,4,4-hexachlorobut-1-ene and 1,1,2,3,4-pentachlorobuta-1,3-diene under the conditions ensuring formation of N-(2,2,2-trichloroethylidene)arenesulfonamides from N,N-dichloroarenesulfonamides and trichloroethylene.
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Aizina Yu. A. et al. Synthesis of 2-methyl-N-(2,2,2-trichloroethylidene)- and 2-methyl-N-(2,2,2-trichloroethyl)benzenesulfonamides from N,N-dichloro-2-methylbenzenesulfonamide and trichloroethylene // Russian Journal of Organic Chemistry. 2014. Vol. 50. No. 3. pp. 355-360.
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Aizina Yu. A., Rozentsveig I. B., Petkevich S. K., Potkin V. I., Levkovskaya G. G. Synthesis of 2-methyl-N-(2,2,2-trichloroethylidene)- and 2-methyl-N-(2,2,2-trichloroethyl)benzenesulfonamides from N,N-dichloro-2-methylbenzenesulfonamide and trichloroethylene // Russian Journal of Organic Chemistry. 2014. Vol. 50. No. 3. pp. 355-360.
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TY - JOUR
DO - 10.1134/s1070428014030099
UR - https://doi.org/10.1134/s1070428014030099
TI - Synthesis of 2-methyl-N-(2,2,2-trichloroethylidene)- and 2-methyl-N-(2,2,2-trichloroethyl)benzenesulfonamides from N,N-dichloro-2-methylbenzenesulfonamide and trichloroethylene
T2 - Russian Journal of Organic Chemistry
AU - Aizina, Yu A
AU - Rozentsveig, I B
AU - Petkevich, S K
AU - Potkin, V. I.
AU - Levkovskaya, G G
PY - 2014
DA - 2014/03/01
PB - Pleiades Publishing
SP - 355-360
IS - 3
VL - 50
SN - 1070-4280
SN - 1608-3393
ER -
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BibTex (up to 50 authors)
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@article{2014_Aizina,
author = {Yu A Aizina and I B Rozentsveig and S K Petkevich and V. I. Potkin and G G Levkovskaya},
title = {Synthesis of 2-methyl-N-(2,2,2-trichloroethylidene)- and 2-methyl-N-(2,2,2-trichloroethyl)benzenesulfonamides from N,N-dichloro-2-methylbenzenesulfonamide and trichloroethylene},
journal = {Russian Journal of Organic Chemistry},
year = {2014},
volume = {50},
publisher = {Pleiades Publishing},
month = {mar},
url = {https://doi.org/10.1134/s1070428014030099},
number = {3},
pages = {355--360},
doi = {10.1134/s1070428014030099}
}
Cite this
MLA
Copy
Aizina, Yu. A., et al. “Synthesis of 2-methyl-N-(2,2,2-trichloroethylidene)- and 2-methyl-N-(2,2,2-trichloroethyl)benzenesulfonamides from N,N-dichloro-2-methylbenzenesulfonamide and trichloroethylene.” Russian Journal of Organic Chemistry, vol. 50, no. 3, Mar. 2014, pp. 355-360. https://doi.org/10.1134/s1070428014030099.