Abstract
The reaction of N-arenesulfonyl-1,4-benzoquinonimines with 1-morpholino(piperidino)-1-cyclohexene gives 2,3-dihydro-2-morpholino(piperidino)-2,3-tetramethylene-5-arene-sulfonamidobenzofurans. Refluxing of the latter in dilute hydrochloric acid gave 2,3-tetramethylene-5-arenesulfonamidobenzofurans, the structure of which was proved by hydrolysis to 2,3-tetramethylene-5-aminobenzofuran and conversion of it to the previously described 2,3-tetramethylene-5-hydroxybenzofuran.
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S. I. Burmistrov and E. A. Titov, Zh. Obshch. Khim., 22, 999 (1952).
E. A. Titov and S. I. Burmistrov, Zh. Obshch. Khim., 30, 623 (1960).
E. A. Titov and N. K. Sukhina, in: Chemical Engineering [in Russian], Izd. Khar'kovsk. Univ. (1968), No. 14, p. 43.
E. A. Titov and G. A. Podobuev, Zh. Organ. Khim., 6, 544 (1970).
R. J. Waren, I. B. Eisdorfer, W. E. Tompson, and I. R. Zarembo, J. Pharm. Sci., 54, 186 (1965).
K. Nakanishi, Infrared Spectra and Structure of Organic Compounds [Russian translation], Mir, Moscow (1965), p. 38.
G. Domschke, J. Pr. Chem., 32, 155 (1966).
S. I. Burmistrov, Zh. Analit. Khim., 1, 265 (1946).
N. S. Vul'fson (editor), Preparative Organic Chemistry [in Russian], Khimiya, Moscow-Leningrad (1964), p. 468.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 872–874, July, 1972.
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Titov, E.A., Grishchenko, A.S. Synthesis of 2,3-tetramethylene-5-arenesulfonamidobenzofurans. Chem Heterocycl Compd 8, 789–791 (1972). https://doi.org/10.1007/BF00475202
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DOI: https://doi.org/10.1007/BF00475202