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Synthesis and Decomposition of Parabanic Acid Derivatives
Corresponding Author(s) : D.I. Jung
Asian Journal of Chemistry,
Vol. 25 No. 1 (2013): Vol 25 Issue 1
Abstract
As a part of a research program related to the synthesis of pharmacologically and agrochemically interesting parabanic acid derivatives, we synthesized imidazolidine-2,4,5-trionylimidazolidine (6), 2-thioxoimidazolidine-1-ylimidazolidine (7), benzo[d]-isothiazol-2-yl imidazolidine-2,4,5-thriones (8a-c), 2-thioxobenzo[d]-isothiazol-2-yl imidazolidine-4,5-dione (9a-c) and 1-benzoimidazole-3-imidazolidine-2,4,5-triones (10a-c), 1-phenylurea (11), 1-ethyl-3-[(3-ethylthioureido)methyl]urea (12) and 1-ethyl-3-[(3-methyl-thioureido)methyl]urea (13) were obtained in basic solution through ultrasound.
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- T.L. Patton, J. Org. Chem., 32, 383 (1967).
- K. Ogawa, I. Yamawaki, Y.I. Matsusita, N. Nomura, P.F. Kador and J.H. Kinoshita, Eur. J. Med. Chem.-Chim. Ther., 28, 769 (1993).
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- T.J. Yu, R.G. Sutherland and R.E. Verrall, Can. J. Chem. Soc., 58, 1909 (1980).
- L.R. Cerecedo, J. Biol. Chem., 93, 283 (1935).
- S.K. Davidsen, G.W. Philips and S.F. Martin, Org. Synth., 65, 119 (1987).
- G. Caraculacu, E. Scortanu and A.A. Caraculacu, J. Polym. Sci. Polym. Lett. Ed., 21, 277 (1983).
- E. Scortanu, G. Caraculacu and A.A. Caraculacu, Iran. Polym. J., 7, 243 (1988).
- G. Caraculacu, C. Gaina, V. Gaina and A.A. Caraculacu, Eur. Polym. J., 29, 1143 (1993).
- G. Caraculacu, C. Gaina, A.A. Caraculacu and G. Stoica, Eur. Polym. J., 31, 987 (1995).
- E. Scortanu, I. Nicolaescu, G. Caraculacu, I. Diaconu and A.A. Caraculacu, Eur. Polym. J., 34, 1265 (1998).
- E. Scortanu, G. Caraculacu and A.A. Caraculacu, Rev. Roum. Chim., 43, 875 (1998).
- J.R. Lewis, Nat. Prod. Rep., 9, 81 (1992).
- D.J. Faulkner, Nat. Prod. Rep., 9, 323 (1992).
- D.I. Jung, Y.Y. Kim, B.G. Yoo, Y.G. Lee and S.K. Choi, J. Korean Chem. Soc., 43, 491 (1999).
References
T.L. Patton, J. Org. Chem., 32, 383 (1967).
K. Ogawa, I. Yamawaki, Y.I. Matsusita, N. Nomura, P.F. Kador and J.H. Kinoshita, Eur. J. Med. Chem.-Chim. Ther., 28, 769 (1993).
M. Matsui, K. Shibata, H. Muramatsu and H. Nakazumi, J. Org. Chem., 56, 4987 (1991).
C. Vialas, C. Claparols, G. Pratviel and B. Meunier, J. Am. Chem. Soc., 122, 2157 (2000).
T.J. Yu, R.G. Sutherland and R.E. Verrall, Can. J. Chem. Soc., 58, 1909 (1980).
L.R. Cerecedo, J. Biol. Chem., 93, 283 (1935).
S.K. Davidsen, G.W. Philips and S.F. Martin, Org. Synth., 65, 119 (1987).
G. Caraculacu, E. Scortanu and A.A. Caraculacu, J. Polym. Sci. Polym. Lett. Ed., 21, 277 (1983).
E. Scortanu, G. Caraculacu and A.A. Caraculacu, Iran. Polym. J., 7, 243 (1988).
G. Caraculacu, C. Gaina, V. Gaina and A.A. Caraculacu, Eur. Polym. J., 29, 1143 (1993).
G. Caraculacu, C. Gaina, A.A. Caraculacu and G. Stoica, Eur. Polym. J., 31, 987 (1995).
E. Scortanu, I. Nicolaescu, G. Caraculacu, I. Diaconu and A.A. Caraculacu, Eur. Polym. J., 34, 1265 (1998).
E. Scortanu, G. Caraculacu and A.A. Caraculacu, Rev. Roum. Chim., 43, 875 (1998).
J.R. Lewis, Nat. Prod. Rep., 9, 81 (1992).
D.J. Faulkner, Nat. Prod. Rep., 9, 323 (1992).
D.I. Jung, Y.Y. Kim, B.G. Yoo, Y.G. Lee and S.K. Choi, J. Korean Chem. Soc., 43, 491 (1999).