Abstract
A method has been developed for the introduction of benzimidazole substituents into the dibenzo-18-crown-6 molecule by condensation of its 4′,4″(5″)-diacetyl derivative with ortho-phenylenediamine. Increasing the length of the hydrocarbon chain of the acyl substituent or replacing Ac by CSNH2 led to a decrease in the yield of the desired product. No product was formed when Ac was replaced by COOH or CN.
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REFERENCES
J. Wright, Chem. Rev., 48, 405 (1951).
A. F. Pozharskii and A. D. Garnovskii, Uspekhi Khimii, 35, 261 (1966).
M. Fieser and L. Fieser, Reagents for Organic Synthesis [in Russian, ed. I. L. Knunyants], Mir, Moscow, 6, 212 (1975).
A. K. Tashmukhamedova, R. A. Abdullaeva, N. Zh. Saifullina, and I. A. Stempnevskaya, Bioorgan. Khimiya, 4, 806 (1978).
D. Kh. Aslanova, A. K. Tashmukhamedova, and R. R. Razakov, Uzb. Khim. Zhurn., No. 2, 8 (1985).
N. Zh. Saifullina, A. D. Grebenyuk, K. A. Ibragimzhanov, and A. K. Tashmukhamedova, Uzb. Khim. Zhurn., No. 1, 29 (1999).
A. K. Tashmukhamedova, I. V. Poleshko, and I. A. Stempnevskaya, Khimiya Prirod. Soed., 95 (1983).
S. A. Talipov, Z. Karimov, B. T. Ibragimov, A. K. Tashmukhamedova, N. Zh. Saifullina, and T. F. Aripov, Kristallografiya, 45, No.3, 493 (2000).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, 1388–1390, September, 2005.
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Saifullina, N.Z., Galieva, E.B. & Tashmukhamedova, A.K. Synthesis of Bis(2,2-benzimidazolyl)dibenzo-18-crown-6. Chem Heterocycl Compd 41, 1183–1185 (2005). https://doi.org/10.1007/s10593-005-0300-7
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DOI: https://doi.org/10.1007/s10593-005-0300-7