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Chemical modification of plant alkaloids. I. Aminomethylation of barbituric acid derivatives by cytisine

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Abstract

Reaction of cytisine with 1-mono- and 1,3-disubstituted 5-arylmethylbarbituric acids in the presence of formaldehyde results in aminomethylation of C-5 to form the corresponding 5-cytisylmethylbarbituric acids. The structures of the products are found using PMR spectroscopy and mass spectrometry. 1-Phenyl-5-(2,4-dimethoxybenzyl)-5-cytisylmethylbarbituric acid is obtained as a mixture of two steroisomers in an approximately 2∶1 ratio.

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Authors
  1. K. A. Krasnov
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  2. V. G. Kartsev
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  3. A. S. Gorovoi
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Additional information

I. I. Mechnikov St. Petersburg State Medical Academy, 195067, St. Petersburg, Piskarevskii pr., 47; 2) ZAO “Interbioscreen,” 142432, Chernogolovka, Moscow District, Institutskii pr. 8. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 152–156, March–April, 2000.

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Krasnov, K.A., Kartsev, V.G. & Gorovoi, A.S. Chemical modification of plant alkaloids. I. Aminomethylation of barbituric acid derivatives by cytisine. Chem Nat Compd 36, 192–197 (2000). https://doi.org/10.1007/BF02236429

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  • DOI: https://doi.org/10.1007/BF02236429

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