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
收藏
页码：182 / 192
页数：11
相关论文
共 50 条
  • [21] N-alkylation of N-(2,2,2-trichloroethyl)arenesulfonamides
    I. B. Rozentsveig
    A. V. Popov
    G. G. Levkovskaya
    Russian Journal of Organic Chemistry, 2013, 49 : 466 - 468
  • [22] N-alkylation of N-(2,2,2-trichloroethyl)arenesulfonamides
    Rozentsveig, I. B.
    Popov, A. V.
    Levkovskaya, G. G.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 49 (03) : 466 - 468
  • [23] Synthesis of Substituted 4-Arylsulfonylaminothiazoles from N-(2,2-Dichloro-2-phenyl-1-thioacetylaminoethyl)arenesulfonamides
    G. N. Rozentsveig
    I. B. Rozentsveig
    G. G. Levkovskaya
    A. N. Mirskova
    Russian Journal of Organic Chemistry, 2003, 39 : 1804 - 1805
  • [24] HETEROCYCLIZATION OF FUNCTIONAL-SUBSTITUTED N-(2,2-DICHLORO-ETHYL) CARBOXAMIDES
    VINOGRADOVA, TK
    DRACH, BS
    KUKHAR, VP
    DOPOVIDI AKADEMII NAUK UKRAINSKOI RSR SERIYA B-GEOLOGICHNI KHIMICHNI TA BIOLOGICHNI NAUKI, 1987, (12): : 36 - 39
  • [25] N-(2,2,2-TRICHLORO-1-HYDROXYETHYL)ARENESULFONAMIDES AND N-(2,2,2-TRICHLORO-1-HYDROXYETHYL)ETHOXYCARBOXIDE IN THE REACTION WITH CHLOROSULFONYLISOCYANATE
    BRYUZGIN, AA
    LEVKOVSKAYA, GG
    MIRSKOVA, AN
    ZHURNAL ORGANICHESKOI KHIMII, 1994, 30 (01): : 63 - 65
  • [26] N-(4-Chloro-2-nitrophenyl)-N-( methylsulfonyl)acetamide
    Zia-ur-Rehman, Muhammad
    Akbar, Nosheen
    Arshad, Muhammad Nadeem
    Khan, Islam Ullah
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O2092 - U1683
  • [27] Reaction of N-(2,2,2-trichloroethyl)arenesulfonamides with activated alkenes
    Rozentsveig, IB
    Evstaf'eva, IT
    Levkovskaya, GG
    Mirskova, AN
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 41 (10) : 1561 - 1563
  • [28] Alkylation of phenols with N-(2,2,2-trichloroethylidene)- and N-(2,2,2-trichloroethyl)arenesulfonamides
    Rudyakova, EV
    Levkovskaya, GG
    Rozentsveig, IB
    Mirskova, AN
    Albanov, AI
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2001, 37 (01) : 96 - 100
  • [29] Reaction of N-(2,2,2-Trichloroethyl)arenesulfonamides with Activated Alkenes
    I. B. Rozentsveig
    I. T. Evstaf'eva
    G. G. Levkovskaya
    A. N. Mirskova
    Russian Journal of Organic Chemistry, 2005, 41 : 1561 - 1563
  • [30] Ethyl 2-{N-[N-(4-chloro-6-methoxypyrimidin-2-yl)carbamoyl]sulfamoyl}benzoate
    Lu, Chui
    Li, Fang-Shi
    Yu, Da-Sheng
    Yao, Wei
    Liu, Yin-Hong
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O1248 - U1757
12345