Effect of aliphatic alcohols on the reaction of acetoacetic ester with formaldehyde and primary amines

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• 作者：E. R. Ishmiyarov ; D. R. Latypova ; L. V. Spirikhin…
• 关键词：formaldehyde ; acetoacetic ester ; primary amines ; Mannich reaction ; aliphatic alcohols ; 1 ; 3 ; hexahydropyrimidines ; piperidines
• 刊名：Russian Journal of General Chemistry
• 出版年：2015
• 出版时间：April 2015
• 年：2015
• 卷：85
• 期：4
• 页码：837-840
• 全文大小：190 KB
• 参考文献：1. The Chemistry of the Nitro and Nitroso Groups, Feuer, H., Ed., New York: Wiley, 1969.
  2.Novikov, S.S., Shvekhgeimer, G.A., Sevost鈥檡anova, V.V., and Shlyapochnikov, V.A., Khimiya alifaticheskikh i alitsiklicheskikh nitrosoedinenii (Chemistry of Aliphatic and Alicyclic Nitro Compounds), Moscow: Khimiya, 1974, p. 41.
  3.Latypova, D.R., Baibulatova, N.Z., and Dokichev, V.A., Dokl. Chem., 2010, vol. 433, no. 2, p. 202.View Article
  4.Latypova, D.R., Badamshin, A.G., Lobov, A.N., and Dokichev, V.A., Russ. J. Org. Chem.., 2013, vol. 49, no. 6, p. 843.View Article
  5.Katritzky, A.R., Singh, S.K., and He, H.-Y., J. Org. Chem., 2002, vol. 67, no. 9, p. 3115.View Article
  6.Bisceglia, J.A., Diaz, J.E., Torres, R.A., and Orelli, L.R., Tetrahedron Lett., 2011, vol. 52, no. 41, p. 5238.View Article
  7.Jeyaraman, R. and Avila, S., Chem. Rev., 1981, vol. 81, no. 2, p. 149.View Article
  8.Zefirov, N.S., Palyulin, V.A., Efimov, G.A., Subbotin, O.A., Livina, O.I., Potekhin, K.A., Struchkov, Yu.T., Dokl. Akad. Nauk SSSR, 1991, vol. 320, no. 6, p. 1392.
  9.Shakirov, R.R., Vlasova, L.I., Shishkin, D.V., Yarmukhamedov, N.N., Baybulatova, N.Z., Semesko, D.G., Dokichev, V.A., and Tomilov, Yu.V., Russ. Chem. Bull., 2005, vol. 54, no. 7, p. 1737.View Article
  10.Yarmukhamedov, N.N., Baybulatova, N.Z., Dokichev, V.A., Khakimova, T.V., Spirikhin, L.V., Tomilov, Yu.V., and Yunusov, M.S., Russ. Chem. Bull., 2005, vol. 54, no. 2, p. 1737, p. 414.View Article
  11.Vlasova, L.I., Baybulatova, N.Z., Latypova, D.R., Yunusov, M.S., Dokichev, V.A., and Tomilov, Yu.V., Russ. Chem. Bull., 2005, vol. 54, no. 2, p. 479.View Article
  12.Latypova, D.R., Vlasova, L.I., Baybulatova, N.Z., Lobov, A.N., Spirikhin, L.V., and Dokichev, V.A., Chem. Heterocycl. Comp., 2008, vol. 44, no. 8, p. 996.View Article
  13.Jones, G.O., Garc铆a, J.M., Horn, H.W., and Hedrick, J.L., Org. Lett., 2014, vol. 16, no. 20, p. 5502.View Article
  14.Khan, M.S. and Gupta, M., Pharmazie, 2002, vol. 57, no. 6, p. 377.
  15.Gravier, D., Dupin, J.P., Casadebaig, F., Hou, G., Boisseau, M., and Bernard, H., Eur. Med. Chem., 1989, vol. 24, no. 5, p. 531.View Article
  16.Horvath, D., J. Med. Chem., 1997, vol. 40, no. 15, p. 2412.View Article
  17.de Carvalho, G.S., Dias, R.M., Pavan, F.R., Leite, C.Q., Silva, V.L., Diniz, C.G., de Paula, D.T., Coimbra, E.S., Retailleau, P., and da Silva, A.D., Med Chem., 2013, vol. 9, no. 3, p. 351.View Article
  18.Glushchenko, V.N., Silin, M.A., Neftepromyslovaya khimiya (Oilfield Chemistry), Moscow: Interkontakt Nauka, 2010.
  19.Fakhriev, A.M., Fakhriev, R.A., and Yarmukhamedov, R.G., RF Patent 2482163, 2012.
  20.Ishmiyarov, E.R., Bakhtizin, R.N., Voloshin, A.I., Latypova, D.R., Spirikhin, L.V., and Dokichev, V.A., Abstracts of Papers, IV Vserossiiskaya nauchn.-prakt. konf. 鈥淧rakticheskie aspekty neftepromyslovoi khimii鈥?/em> (IV. Sci. Conf. 鈥淧ractical Aspects of Oilfield Chemicals鈥?, Ufa, 2014, p. 121.
  21.Walker, J.F., Formaldehyde, New York: Reinhold, 1953.
  22.Ogorodnikov, S.K., Formal鈥檇egid (Formaldehyde), Leningrad: Khimiya, 1984.
  23.Fiala, Z. and Navratil, M., Coll. Czech. Chem. Com., 1974, vol. 39, no. 8, p. 2200.View Article
  24.Kogan, L.V., Zh. Prikl. Khim., 1979, vol. 52, no. 12, p. 2725.
  25.Balashov, A.L., Danov, S.M., Krasnov, V.L., Chernov, A.Yu., and Ryabova, T.A., Russ. J. Gen. Chem., 2002, vol. 72, no. 5, p. 744.View Article
  26.Maiwald, M., Fischer, H.H., Ott, M., Peschla, R., Kuhnert, C., Kreiter, C.G., Maurer, G., and Hasse, H., Ind. Eng. Chem. Res., 2003, vol. 42, no. 2, p. 259.View Article
  27.Peschla, R., Garc谋a, B.C., Albert, M., Kreiter, C., and Maurer, G., Ind. Eng. Chem. Res., 2003, vol. 42, no. 7, p. 1508.View Article
  28.Coto, B., Peschla, R., Kreiter, C., and Maurer, G., Ind. Eng. Chem. Res., 2003, vol. 42, no. 13, p. 2934.View Article
  29.Lavrova, O.A., Tunik, S.P., and Lesteva, T.M., Zh. Fiz. Khim., 1978, vol. 52, no. 11, p. 2832.
  30.Khutoryanskii, F.M., Tsvetkov, A.L., and Klyatskii, Yu.Yu., Ekspozitsiya Neft Gas, 2014, no. 4 (36), p. 56.
  31.Marshalok, G.A., Karpyak, N.M., Makitra, R.G., and Polyuzhin, I.P., Russ. J. Org. Chem., 2006, vol. 42, no. 9, p. 1264.View Article
  32.Zheng, B.D., Weining, Z., and Fulai, Y., People Republik of China Patent101792412A, 2010.
  
• 作者单位：E. R. Ishmiyarov (1)
  D. R. Latypova (1) (2)
  L. V. Spirikhin (1)
  E. G. Galkin (1)
  S. P. Kuleshov (3)
  V. A. Dokichev (1) (2)
  
  1. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054, Russia
  2. Ufa State Aviation Technical University, Ufa, Russia
  3. 鈥淪amaraNIPIneft鈥?Ltd., Samara, Russia
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Chemistry
  Russian Library of Science
  
• 出版者：MAIK Nauka/Interperiodica distributed exclusively by Springer Science+Business Media LLC.
• ISSN：1608-3350

文摘

Composition of hemiacetals formed by the reaction of paraformaldehyde with aliphatic alcohols in the presence of catalytic amounts of Et₃N was studied and the effect of the nature of hemiacetals on the yield and composition of the products of their condensation with acetoacetic ester and primary amines under the Mannich reaction conditions was examined.