Unexpected reaction of N,N-dichloroarenesulfonamides with divinyl sulfide: formation of N-[2-chloro- and N-[2,2-dichloro-1-(arylsulfonylamino)ethyl]arenesulfonamides

被引：1

作者：

Rozentsveig, Igor B. ^{[1
]}

Rozentsveig, Gulnur N. ^{[1
]}

Levkovskaya, Galina G. ^{[1
]}

Amosova, Svetlana V. ^{[1
]}

Potapov, Vladimir A. ^{[1
]}

Chernyshev, Kirill A. ^{[1
]}

Tretyakov, Eugene V. ^{[2
]}

Romanenko, Galina V. ^{[2
]}

机构：

[1] Russian Acad Sci, AE Favorsky Irkutsk Inst Chem, Siberian Branch, Favorsky Str 1, Irkutsk 664033, Russia

[2] Russian Acad Sci, Siberian Branch, Int Tomog Ctr, Novosibirsk 630090, Russia

来源：

ARKIVOC | 2011年

关键词：

N; N-dichlorosulfonamides; divinyl sulfide; sulfonamides; X-ray analysis; SELENIUM DIBROMIDE; DERIVATIVES; SULFUR; N; N-DICHLOROSULFONAMIDES; ACIDS;

D O I：

10.3998/ark.5550190.0012.a15

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of N,N-dichloroarenesulfonamides with divinyl sulfide was accompanied by cleavage of divinyl sulfide moiety and resulted in unexpected N-[2-chloro- and N-[2,2-dichloro-1(arylsulfonylamino)ethyl]arenesulfonamides as final products. Possible reaction mechanism was discussed. The structure of bis(sulfonamido)chloroethanes synthesized was studied by X-ray analysis.

引用

页码：182 / 192

页数：11

共 43 条

[1] The reaction of the N,N-dichloroamide of 5-chloro-2-thienylsulfonic acid with trichloroethylene as a convenient synthetic route to a series of trichloroethylamides of 5-chloro-2-thienylsulfonic acid
Aizina, JA
Rozentsveig, IB
Ushakova, IV
Levkovskaya, GG
Mirskova, AN
[J]. ARKIVOC, 2004, : 25 - 30
[2] Reaction of divinyl sulfide with selenourea
Amosova, S. V.
Volkova, K. A.
Penzik, M. V.
Nakhmanovich, A. S.
Albanov, A. I.
Potapov, V. A.
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 43 (07) : 1087 - 1087
[3] Synthesis of 2,6-Dichloro-1,4-thiaselenane from Divinyl Sulfide and Selenium Dichloride
Amosova, S. V.
Penzik, M. V.
Albanov, A. I.
Potapov, V. A.
[J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (08) : 1271 - 1272
[4] A reaction of selenium dichloride with divinyl sulfide
Amosova, S. V.
Penzik, M. V.
Potapov, V. A.
Albanov, A. I.
[J]. RUSSIAN CHEMICAL BULLETIN, 2008, 57 (06) : 1323 - 1323
[5] Reaction of selenium dibromide with divinyl sulfide
Amosova, S. V.
Penzik, M. V.
Albanov, A. I.
Potapov, V. A.
[J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2009, 79 (01) : 161 - 161
[6] The reaction of selenium dichloride with divinyl sulfide
Amosova, Svetlana V.
Penzik, Maxim V.
Albanov, Alexander I.
Potapov, Vladimir A.
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2009, 694 (20) : 3369 - 3372
[7] Addition of selenium dibromide to divinyl sulfide: spontaneous rearrangement of 2,6-dibromo-1,4-thiaselenane to 5-bromo-2-bromomethyl-1,3-thiaselenolane
Amosova, Svetlana V.
Penzik, Maxim V.
Albanov, Alexander I.
Potapov, Vladimir A.
[J]. TETRAHEDRON LETTERS, 2009, 50 (03) : 306 - 308
[8] REACTIONS OF UNSATURATED SULFIDES WITH CARBENES .22. REACTIVITIES OF SULFUR AND DOUBLE-BOND, AND FORMATION OF UNSATURATED SULFONIUM YLIDES
ANDO, W
HIGUCHI, H
MIGITA, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (21) : 3365 - 3372
[9] [Anonymous], 1984, Sulfur Rep, DOI DOI 10.1080/01961778408082463
[10] [Anonymous], DIVINYL SULFIDE ITS

← 1 2 3 4 5 →