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The Kinetics and Mechanism of the Reaction between Barbituric Acid and Glycidol, Part I: The Products Analysis
Author(s) -
Lubczak Jacek,
Kania Ewelina,
Myśliwiec Bogdan
Publication year - 2017
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.21072
Subject(s) - chemistry , glycidol , barbituric acid , epoxide , kinetics , ring (chemistry) , solvent , pyrimidine , reactive intermediate , medicinal chemistry , nuclear magnetic resonance spectroscopy , reaction mechanism , organic chemistry , stereochemistry , catalysis , physics , quantum mechanics
The hydroxyalkyl derivatives of barbituric acid (BA) were formed in the reaction between BA and glycidol (GL). The reaction was performed at BA:GL 1:1, 1:2, and 1:4 molar ratios in DMF or without solvent. The progress of reaction was monitored by determination of the epoxide number and IR and NMR spectroscopy. It was found that primary reactive site of BA was C5 and further nitrogen ring atoms. BA was always involved in keto‐enol equilibrium, the latter form being less reactive. The isolated hydroxyalkyl derivatives are useful precursors of oligoetherols with the pyrimidine ring.