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Synthesis 2009(15): 2557-2560  
DOI: 10.1055/s-0029-1217398
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of a Novel Class of Azacrown Macrocycles and Lariat Crown Ethers Containing Two 1,2,4-Triazole Rings as Subunits

Naser Foroughifar*, Akbar Mobinikhaledi, Sattar Ebrahimi
Department of Chemistry, Faculty of Sciences, Arak University, Arak 38156-879, Iran
Fax: +98(861)4173406; e-Mail: n_foroughifar@yahoo.com;
Further Information

Publication History

Received 26 March 2009
Publication Date:
22 June 2009 (online)

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Abstract

Azacrown macrocycles were prepared in 70-76% yield by the condensation reaction of 1,2-, 1,3-, and 1,4-bis(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)alkanes with bisaldehydes in acetic acid under reflux. Reaction of two of these azacrown macrocycles with iodomethane and benzyl chloride furnished exclusively the target lariat macrocycles in good yields.

Key words

azacrown macrocycles - 1,2,4-triazole - thiols - bistri­azoles - lariat crown ethers

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