Abstract
The solid state reaction of 3-methyl-1-phenyl-5-pyrazolon(eM PP) with aromatic aldehydes and ketones, benzil derivatives and imides, and the solid state Michael addition reaction of MPP with 4-arylidene-3-methyl-lphenyl-5-pyrazolone2 were investigated. Some new solid state reactions between the reactants were found, from which a series of new compounds were obtained. The structures of the products were identified by IR,1H NMR, MS, elemental analyses and also by X-ray crystal analysis, and the reaction mechanism of MPP with aromatic aldehydes and ketones was proposed.
Similar content being viewed by others
References
Toda, F., Reaction control of guest compounds in kt-gwst inclusion complexes,Top. Cum. Chem., 1988, 149: 211.
Toda, F., Kiyoshige, K., Yagi, M., NaBH4, reaction of ketones in the solid state,Angew. Chpm. Int. Ed. Engl., 1989, 28:320.
Meng Jiben, Ma Hong, Wang Yongmei, The solid state aldol amdensation reaction of acetylfemxene and ammatic aldehydes,Chinese Chem. Lett., 1993, 4(6): 475.
Desiraju, G. R. (ed.), Organic Solid State Chemistry, Amsterdam: EIsevier Science Publishers, 1987.
Wiley, R. H., Wiley, P.,The Chemistry of Heterocyclic Compvunds: Pyrazolones, Pyrazolindones and derivatives, New York: John Wiley and Sons, 1964.
Li, Xiaoliu, Wang Yongmei, Meng Jibenet al., Studies on solid state wndensation reaction of aromatic aldehydes and 3-methyl-lphenyl-5-pyrazolone,Chem. I. Chinese Univ. (in Chinese), 1995, 16(12): 1903.
Du Daming, Wang Yongmei, Meng Jibenet al., Solid state reaction of annnatic ketones with heteroaromatics,chiness J. Chem., 1995, 13(6): 520.
Du Daming, Wang Yongmei, Meng Jibenet al., Solid state synthesis and crystal structure of 3-methyl-1-phenyl-4-phenyble nzoylmethylene-5-pyrazolone,Chinese J. Struct. Chem., 1995, 14(4): 277.
Okafor, E. C., Structures of 1-phenyl-3-methyl-pyrazolone-and its benzoyl derivatives,Z. Naturforsch, B Anorg. Chem. Org. Chem., 1980, 35B(8): 1019.
Author information
Authors and Affiliations
Additional information
Project supported by the National Natural Science Foundation of China.
Rights and permissions
About this article
Cite this article
Li, X., Du, D., Wang, Y. et al. Solid state reactions of nitrogenous heterocyclic compounds (I) —Solid state reactions of 3-methyl-1-phenyl-5-pyrazolone with carbonyl compounds. Sc. China Ser. B-Chem. 40, 205–214 (1997). https://doi.org/10.1007/BF02876413
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02876413