synthesis and structural characterization of the 5-(2-haloethyl)pyrimidines – hydrogen-bonded chains in α-(1-carbamyliminomethylene)-γ-butyrolactone的合成和结构表征5 -氢键链(2-haloethyl)嘧啶-α-(1-carbamyliminomethylene)-γ-butyrolactone.pdf

Molecules 2008, 13, 2786-2795; DOI: 10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis and Structural Characterization of the 5-(2- Haloethyl)pyrimidines – Hydrogen-Bonded chains in α-(1- Carbamyliminomethylene)-γ-Butyrolactone 1 1 2 3, Tatjana Gazivoda , Silvana Raić-Malić , Antonija Hergold-Brundić and Mario Cetina * 1 Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 20, P.O. Box 177, HR-10000 Zagreb, Croatia 2 Laboratory of General and Inorganic Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR-10000 Zagreb, Croatia 3 Department of Applied Chemistry, Faculty of Textile Technology, University of Zagreb, Prilaz baruna Filipovića 28a, HR-10000 Zagreb, Croatia * Author to whom correspondence should be addressed; E-mail: mario.cetina@ttf.hr; Tel.: +385 1 3712 590; Fax: ++385 1 3712 599. Received: 21 August 2008; in revised form: 26 September 2008 / Accepted: 13 October 2008 / Published: 6 November 2008 Abstract: Three novel 5-(2-haloethyl)pyrimidine derivatives were synthesized and characterized by 1H-NMR, 13C-NMR, MS, IR spectra and elemental analysis. Iodine and chlorine atoms in the C-5 side chain were introduced by reaction of 5-(2- hydroxyethyl)pyrimidine with hydroiodic acid and phosphoryl chloride, respectively. The structure of the inter