Abstract
Aromatic aldehydes (1 a-g) yield linear condensation products (3 a-1) with dimeric ethyl and methyl cyanoacetate, resp., and dimeric malonitrile. Reduction of the condensation product of o-nitrobenzaldehyde with dimeric methyl cyanoacetate leads to methyl (3-methoxycarbonyl-1,2-dihydro-2-chinolinylidene)-cyanoacetate (4), with o-aminobenzaldehyde a carbostyril derivative5 a is obtained. In the presence of ammonium acetate aromatic aldehydes react with dimeric methyl and ethyl cyanoacetate, resp. to hexahydro-pyrimidinylidene cyanoacetates (8).
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Literatur
R. A. Carboni, D. D. Coffmann undE. G. Howard, J. Amer. Chem. Soc.80, 2828 (1958).
H. Junek, Mh. Chem.94, 890 (1963).
Y. Kuwayama undS. Katakoka, Yakugaku Zasshi85, 387 (1965); Chem. Abstr.63 834 2 h (1965).
H. Junek undH. Wilfinger, Mh. Chem.101, 1208 (1970).
H. Junek undF. Frosch, Z. Naturforsch.26 b, 1124 (1971).
P. Friedländer undC. F. Göhring, Ber. dtsch. chem. Ges.17, 459 (1884).
P. Friedländer undC. F. Göhring, Ber. dtsch. chem. Ges.16, 1836 (1883).
H. Hahine, H. A. Zaher, A. A. Sayed undO. Sherif, Indian J. Chem.11, 1122 (1973).
E. Knoevenagel, Ber. dtsch. chem. Ges.31, 2593 (1898).
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Junek, H., Wolny, B. Über einige Kondensationsreaktionen von dimerem Malonitril, dimerem Cyanessigsäureäthyl- bzw.-methylester mit aromatischen Aldehyden. Monatshefte für Chemie 107, 999–1006 (1976). https://doi.org/10.1007/BF00904489
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DOI: https://doi.org/10.1007/BF00904489