A facile and regioselective synthesis of some new pyrimido[4,5-d][1,2,4]triazolo[1,5-a]pyrimidinediones catalyzed by Zn(BDC)-MOF under ultrasound irradiation

Zinc terephthalate metal-organic framework catalyzed one-pot, three-component reaction of 3-amino-1H-1,2,4-triazoles, aromatic aldehydes and barbituric acid to prepare some new pyrimido[4,5-d][1,2,4]triazolo[1,5-a]pyrimidinediones. The reactions conducted under ultrasonic irradiation and solvent-fre...

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Bibliographic Details
Published in:Journal of molecular structure 2019-11, Vol.1195, p.302-308
Main Authors: Abdollahi-Basir, Mohammad Hossein, Shirini, Farhad, Tajik, Hassan, Ghasemzadeh, Mohammad Ali
Format: Article
Language:English
Subjects:
Multicomponent reactions
Pyrimido[4,5-d][1,2,4]triazolo[1,5-a]pyrimidinediones
Regioselective
Ultrasonic irradiation
Zn(BDC)-MOF
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Summary:Zinc terephthalate metal-organic framework catalyzed one-pot, three-component reaction of 3-amino-1H-1,2,4-triazoles, aromatic aldehydes and barbituric acid to prepare some new pyrimido[4,5-d][1,2,4]triazolo[1,5-a]pyrimidinediones. The reactions conducted under ultrasonic irradiation and solvent-free conditions with good to excellent yields of products. The zinc terephthalate metal-organic framework catalyst could be recovered by a simple filtration and applied in consecutive runs with no significant decrease in the yield. The method was demonstrated to be a truly green process with economics and sustainability. [Display omitted] •Zn (BDC)-MOF was characterized by different spectroscopic methods.•The attractive features of this process are simple workup and environmentally benign procedure.•Use of Zn (BDC)-MOF in the synthesis of triazolo[1,5-a]pyrimidinediones.•The catalyst can be recovered several cycles
ISSN:0022-2860
1872-8014
DOI:10.1016/j.molstruc.2019.05.132