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Mendeleev Communications, 2001, Volume 11, Issue 5, Pages 167–168
DOI: https://doi.org/10.1070/MC2001v011n05ABEH001504
(Mi mendc4275)
 

This article is cited in 8 scientific papers (total in 8 papers)

Direct conversion of N-ethylamines into functionalised amides by S2Cl2

L. S. Konstantinovaa, O. A. Rakitina, Ch. W. Reesb

a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b Department of Chemistry, Imperial College London, London, UK
Full-text PDF (161 kB) Citations (8)
Abstract: Hünig's base 1 is known to react extensively with S2Cl2 to give monocyclic, bicyclic and fused tricyclic 1,2-dithioles with the N-ethyl group intact, but with S2Cl2 and DABCO in chloroform at 0 °C 1 is converted into dichloroacetamide 2 by selective reaction of the N-ethyl group in a new one-pot transformation; ethyl-substituted derivatives of 1, diethylisopropylamine 17 and triethylamine react similarly though the last, less bulky, amine also gives trichloroacetamide 20.
Document Type: Article
Language: English


Citation: L. S. Konstantinova, O. A. Rakitin, Ch. W. Rees, “Direct conversion of N-ethylamines into functionalised amides by S2Cl2”, Mendeleev Commun., 11:5 (2001), 167–168
Linking options:
  • https://www.mathnet.ru/eng/mendc4275
  • https://www.mathnet.ru/eng/mendc/v11/i5/p167
  • This publication is cited in the following 8 articles:
    1. Lin-Sheng Lei, Cao-Gen Xue, Xue-Tao Xu, Da-Ping Jin, Shao-Hua Wang, Wen Bao, Huan Liang, Kun Zhang, Abdullah M. Asiri, “The synthesis of cyanoformamides via a CsF-promoted decyanation/oxidation cascade of 2-dialkylamino-malononitriles”, Org. Biomol. Chem., 17:15 (2019), 3723  crossref
    2. L. S. Konstantinova, O. A. Rakitin, “Sulfur monochloride in organic synthesis”, Russian Chem. Reviews, 83:3 (2014), 225–250  mathnet  mathnet  crossref  isi  scopus
    3. Lidia S Konstantinova, Kirill A Lysov, Ljudmila I Souvorova, Oleg A Rakitin, “Synthesis of 2,3-dihydronaphtho[2,3-d][1,3]thiazole-4,9-diones and 2,3-dihydroanthra[2,3-d][1,3]thiazole-4,11-diones and novel ring contraction and fusion reaction of 3H-spiro[1,3-thiazole-2,1'-cyclohexanes] into 2,3,4,5-tetrahydro-1H-carbazole-6,11-diones”, Beilstein J. Org. Chem., 9 (2013), 577  crossref
    4. L. S. Konstantinova, O. A. Rakitin, “Design of sulfur heterocycles with sulfur monochloride: synthetic possibilities and prospects”, Mendeleev Commun., 19:2 (2009), 55–61  mathnet  crossref
    5. L. S. Konstantinova, A. A. Berezin, O. A. Rakitin, “Transformations of N-ethylamines into amide derivatives under the action of sulfur monochloride”, Russ Chem Bull, 56:6 (2007), 1178  crossref
    6. Stanislav A. Amelichev, Rinat R. Aysin, Lidia S. Konstantinova, Natalia V. Obruchnikova, Oleg A. Rakitin, Charles W. Rees, “Abnormally Mild Synthesis of Bis(dithiolo)pyrroles from 2,5-Dimethylpyrroles”, Org. Lett., 7:25 (2005), 5725  crossref
    7. Lidia S. Konstantinova, Oleg A. Rakitin, Charles W. Rees, Ljudmila I. Souvorova, Denis G. Golovanov, Konstantin A. Lyssenko, “Unprecedented Conversion of Triethylamine and Disulfur Dichloride into a Thienopentathiepin and a Heptathiocane”, Org. Lett., 5:11 (2003), 1939  crossref
    8. Lidia S. Konstantinova, Oleg A. Rakitin, Charles W. Rees, “ChemInform Abstract: Direct Conversion of N‐Ethylamines into Functionalized Amides by S2Cl2.”, ChemInform, 33:11 (2002)  crossref
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