Diazotation of substituted 3-aminopyridines with subsequent substitution of diazo groups with sulfonyl groups in the obtained diazonium chlorides was used to synthesize the corresponding pyridine-3-sulfonyl chlorides. The conditions for this synthesis were optimized by taking into account the detailed understanding of this substitution. The synthesized pyridine-3-sulfonyl chlorides were converted to pyridine-3-sulfonic acids and -sulfonyl amides.
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S. Tanabe, S. Sato, Y. Kyotani, T. Ohta, and Y. Uchida, JPH Pat. Appl. 01211567.
M. Barth, M. Bondoux, P. Dodey, C. Massardier, and J. M. Luccarini, FR Pat. Appl. 2840897.
L. Willms, K. Bauer, H. Bieringer, and H. Bürstell, DE Pat. Appl. 3822841.
W. A. Kleschick, A. P. Vinogradoff, and J. E. Dunbar, US Pat. Appl. 4650892 (1988).
K. M. Dyumaev and R. E. Lokhov, Chem. Heterocycl. Compd., 9, 745 (1973). [Khim. Geterotsikl. Soedin., 813 (1973).]
J. Delarge, Farmaco, Ed. Sci., 20, 629 (1965).
L. Reppel, H. D. Eilhauer, and P. Kretschmer, Arch. Pharm. Ber. Dtsch. Pharm. Ges., 298, 342 (1965).
R. H. Mizzoni and H. M. Blatter, US Pat. Appl. 3671512.
I. Ya. Postovsky, G. A. Mokrushina, S. K. Kotovskaya, and T. Yu. Vysokova, USSR Inventor's Certificate 595308.
J. Delarge, D. Fernandes, and C. L. Lapière, J. Pharm. Belg., 22, 213 (1967).
L. V. Dyadyuchenko, V. D. Strelkov, S. N. Mikhailichenko, and V. N. Zaplishny, Chem. Heterocycl. Compd., 40, 308 (2004). [Khim. Geterotsikl. Soedin., 381 (2004).]
C. A. Buehler and D. E. Pearson, Survey of Organic Syntheses [Russian translation], Vol. 1, Mir, Moscow (1973), p. 562.
L. Bellami, New Data on IR-spectra of Complex Molecules [Russian translation], Mir, Moscow (1971), p. 517.
K. Nakanishi, Infrared Spectra and Structure of Organic Compounds [Russian translation], Mir, Moscow (1965), p. 53.
A. Weisberger, E. Proskauer, D. J. Riddick, and E. Tups, Organic Solvents [Russian translation], Izd-vo Inostr. Lit., Moscow (1958).
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*Dedicated to Academician of the Russian Academy of Sciences Yu. N. Bubnov on the occasion of his 80th birthday.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1366-1377, September, 2014.
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Dyadyuchenko, L.V., Dmitrieva, I.G., Nazarenko, D.Y. et al. Synthesis of Several Substituted Pyridine-3-Sulfonyl Chlorides, -Sulfonic Acids, and -Sulfonyl Amides*. Chem Heterocycl Comp 50, 1259–1269 (2014). https://doi.org/10.1007/s10593-014-1588-y
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DOI: https://doi.org/10.1007/s10593-014-1588-y