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

Authors
Krasnov, KA Kartsev, VG Gorovoi, AS
Citation
Ka. Krasnov et al., Chemical modification of plant alkaloids. I. Aminomethylation of barbituric acid derivatives by cytisine, CHEM NAT CO, 36(2), 2000, pp. 192-197
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
CHEMISTRY OF NATURAL COMPOUNDS
ISSN journal
00093130 → ACNP
Volume
36
Issue
2
Year of publication
2000
Pages
192 - 197
Database
ISI
SICI code
0009-3130(200003/04)36:2<192:CMOPAI>2.0.ZU;2-0
Abstract
Reaction of cytisine with 1-mono- and 1,3-disubstituted 5-arylmethylbarbitu ric 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 mid mass spectrometry. 1- Phenyl-5-(2,4-dimethoxybenzyl)-5-cytisylmethylbarbituric acid is obtained a s a mixture of two steroisomers in an approximately 2:1 ratio.