Synthesis of New Imidazolidine and Tetrahydropyrimidine Derivatives. (14th July 2014)

• Record Type: Journal Article
• Authors: Beyzaei, Hamid; Aryan, Reza; Keshtegar, Zahra
• Other Names: Shirota Hideaki Academic Editor.
• Is Part Of: Advances in chemistry. Volume 2014(2014)
• Publication Date: 2014-07-14
• Subjects: Chemistry -- Periodicals; Chemistry; Periodicals; 540
• DOI: 10.1155/2014/834641
• Languages: English
• ISSNs: 2356-6612

Abstract

Abstract : Synthesis of new imidazolidine and tetrahydropyrimidine derivatives3a, b and4a–c as cyclic 1, 3-diamines under two reaction conditions (A and B) is described. Under reaction conditions-A, a suspension of ( E )-2-cyano-2-(oxazolidin-2-ylidene)ethanethioamide1 (1 eq.) and diaminoalkanes2a–e (2 eq.) in absolute ethanol is heated under reflux for 16–22 h to afford3a, b and4a–c . Alternatively, under reaction conditions-B, a solution of thioamide1 (1 eq.) in diaminoalkanes2a–e (3 eq.) is stirred under solvent-free conditions at room temperature for 3 days to give desired products. Reaction conditions-A for having higher yields, shorter reaction times, and required less diamines is more effective than reaction conditions-B. Oxazolidine ring opening is observed by reacting compound1 with all of the diamines2a–e, but the thioamide group only reacts with nonbulky diamines2a, b . The chemical structures of novel compounds were confirmed by 1 H NMR, 13 C NMR, elemental analysis, and FT-IR spectrometry.