Abstract
The reaction of 1,8-diamino-, 1,8-bis(2-carbomethoxyethylamino)-, and 1,8-bis(2-phenylethylamino)-3,6-dithiaoctanes and 1,2-bis(2-aminoethylthiomethyl)-4,5-dimethylbenzene with adipic, phthalic, and terephthalic acid dichlorides leads to the corresponding sulfur-containing macrocyclic diamines. Macrocycles that contain endocyclic sulfonamido groups are formed in the reaction of benzene-1,3-disulfonic acid dichloride with hexamethylenediamine and 1,8-bis(2-carbomethoxyethylamino)-3,6-dithiaoctane. The oxidation of 9,10-benzo-8,11-dioxo-7,12-bis-(2-carbomethoxyethyl)-1,4-dithia-7,12-diazacyclotetradec-9-ene with 30% hydrogen peroxide was studied.
Similar content being viewed by others
Literature Cited
J. J. Christensen, D. J. Eatough, and R. M. Izatt, Chem. Rev.,74, 351 (1974).
J. S. Bradshaw and P. E. Stott, Tetrahedron,36, 461 (1980).
E. V. Rybakova, V. P. Ionov, V. I. Knutov, Yu. A. Zolotov, and M. G. Voronkov, Summaries of Papers Presented at the 7th All-Union Conference on the Chemistry of Extraction [in Russian], Moscow (1984), p. 29.
M. Hiraoka, Crown Compounds [Russian translation], Mir, Moscow (1986), p. 83.
M. G. Voronkov, I. G. Kuznetsov, G. M. Tizenberg, S. K. Suslova, V. I. Knutov, and M. K. Butin, Khim.-farm. Zh., No. 10, 1224 (1984).
T. I. Malkova, M. K. Butin, V. I. Knutov, and M. G. Voronkov, Summaries of Papers Presented at the 2nd All-Union Conference on the Chemistry of Macrocycles [in Russian], Odessa (1984), p. 199.
M. G. Voronkov, V. I. Knutov, V. A. Usov, M. K. Butin, and O. B. Bannikova, Khim. Geterotsikl. Soedin., No. 11, 1474 (1979).
M. G. Voronkov, V. I. Knutov, M. K. Butin, and O. B. Bannikova, Khim. Geterotsikl. Soedin., No. 9, 1228 (1981).
H. Fujihara, K. Imaoka, N. Furukawa, and S. Oae, J. Chem. Soc., Perkin I, No. 3, 465 (1986).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 995–998, July, 1988.
Rights and permissions
About this article
Cite this article
Voronkov, M.G., Knutov, V.I. & Butin, M.K. Polyfunctional macroheterocycles. 1. Synthesis of sulfur-containing macroheterocycles with endocyclic amido or sulfonamido groups. Chem Heterocycl Compd 24, 820–823 (1988). https://doi.org/10.1007/BF00633185
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00633185