Reactions of N-sulfinyltrifluoromethanesulfonamide with carboxylic acids

被引：5
作者：
Shainyan, B. A. [1 ]
Tolstikova, L. L. [1 ]
Bel'skikh, A. V. [1 ]
机构：
[1] Russian Acad Sci, Favorskii Irkutsk Inst Chem, Siberian Div, Irkutsk 664033, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 44卷 / 08期
基金：
俄罗斯基础研究基金会;
关键词：
Carboxy Group; Thionyl Chloride; Acetohydrazide; Methanesulfonamide; Trifluoromethanesulfonamide;
D O I：
10.1134/S1070428008080022
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Phenylacetic, diphenylacetic, salicylic, and cinnamic acids reacted with N-sulfinyltrifluoromethanesulfonamide (CF3SO2NSO) to give the corresponding N-acyltrifluoromethanesulfonamides CF3SO2NHCOR (R = PhCH2, Ph2CH, o-HOC6H4, PhCH=CH). The reaction of N-sulfinyl-trifluoromethanesulfonamide with 3-hydrazinobenzoic acid Occurred at the hydrazino group of the latter with conservation of the carboxy group and without elimination of SO2, and the product was 3-(2-sulfinylhydrazino)benzoic acid OSNNHC6H4CO2H.
引用
收藏
页码：1121 / 1125
页数：5
相关论文
共 41 条
  • [31] Synthesis of esters and amides of 5-amino-1,2,4-triazole-3-carboxylic and 5-amino-1,2,4-triazol-3-ylacetic acids
    V. M. Chernyshev
    A. V. Chernysheva
    V. A. Taranushich
    Russian Journal of Applied Chemistry, 2006, 79
  • [32] Synthesis of esters and amides of 5-amino-1,2,4-triazole-3-carboxylic and 5-amino-1,2,4-triazol-3-ylacetic acids
    Chernyshev, V. M.
    Chernysheva, A. V.
    Taranushich, V. A.
    RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2006, 79 (05) : 783 - 786
  • [33] Reactions of ZrOCl2·8H2O with carboxylic acids and thionyl chloride: crystal and molecular structures of K4[Zr(mal)4]·2H2O and K4[Zr(dipic)3]2·13.5H2O
    Gerald R. Willey
    Timothy J. Woodman
    Michael Fisher
    Michael G. B. Drew
    Transition Metal Chemistry, 1998, 23 : 467 - 471
  • [34] Synthesis of maleopimaric and citraconopimaric acids N-[3-(pyrimidin-2-yl)aryl]amides
    E. V. Koroleva
    K. N. Gusak
    Zh. V. Ignatovich
    A. L. Ermolinskaya
    M. P. Bei
    A. P. Yuvchenko
    Russian Journal of Organic Chemistry, 2012, 48 : 1121 - 1125
  • [35] Reactions of N-aryl(methyl, trifluoromethyl)sulfonyl-1,4-benzoquinone monoimines with sodium sulfinates
    A. P. Avdeenko
    S. A. Konovalova
    O. N. Mikhailichenko
    S. V. Shelyazhenko
    V. V. Pirozhenko
    L. M. Yagupol’skii
    Russian Journal of Organic Chemistry, 2012, 48 : 221 - 233
  • [36] Regioselectivity in the reactions of N-(polychloroethylidene)-sulfonamides with 1H-pyrrole and 1-methyl-1H-pyrrole
    I. B. Rozentsveig
    B. A. Shainyan
    E. V. Kondrashov
    E. V. Rudyakova
    G. N. Rozentsveig
    K. A. Chernyshev
    G. G. Levkovskaya
    Russian Journal of Organic Chemistry, 2008, 44 : 1332 - 1337
  • [37] Accessing N-heteroarylated indoles and benzimidazoles from 2-alkynyl cyclohexadienimines and cyclohexadienones through metal-catalyzed tandem reactions
    Yang, Min
    Tang, Jie
    Fan, Renhua
    CHEMICAL COMMUNICATIONS, 2012, 48 (96) : 11775 - 11777
  • [38] Facile One-Pot Synthesis of N-acyl-1H-1,2,3-benzotriazoles from Internal and Terminal Olefinic Fatty Acids and Their Antimicrobial Screening
    Rauf, Abdul
    Gangal, Saloni
    JOURNAL OF OLEO SCIENCE, 2008, 57 (08) : 453 - 457
  • [39] Synthesis, reactions and characterization of 2-(2-methyl-5-nitro-1H-benzimidazol-1-yl)-N'-(arylmethylene)acetohydrazide and 2-(2-methyl-5-nitro-1H-benzimidazol-1-yl)-N-(4-oxo-2-aryl-1, 3-thiazolidin-3-yl) acetamide derivatives
    Ramla, Mostafa M.
    El Nazhawy, Ahmed O. H.
    Attaby, Fawzy A.
    AFINIDAD, 2006, 63 (526) : 488 - 494
  • [40] Iminofurans chemistry: IV. Synthesis and structure of 2-N-aryl-substituted derivatives of 2-amino-4-aryl-4-oxobut-2-enoic and 2-amino-5,5-dimethyl-4-oxohex-2-enoic acids
    N. M. Igidov
    A. E. Rubtsov
    A. V. Tyuneva
    V. V. Zalesov
    A. Yu. Borodin
    E. V. Bukanova
    Russian Journal of Organic Chemistry, 2009, 45 : 698 - 704
12345