3-(Propylthio)propane-1-sulfonic acid immobilized on functionalized magnetic nanoparticles as an efficient catalyst for one-pot synthesis of dihydrotetrazolo[1,5- a]pyrimidine and tetrahydrotetrazolo[5,1- b]quinazolinone derivatives

Fatemeh Karimi; Behnaz Tighsazzadeh; Beheshteh Asadi; Iraj Mohammadpoor-Baltork; Mahsa Layeghi; Valiollah Mirkhani; Shahram Tangestaninejad; Majid Moghadam

doi:10.1039/d2ra03813g

3-(Propylthio)propane-1-sulfonic acid immobilized on functionalized magnetic nanoparticles as an efficient catalyst for one-pot synthesis of dihydrotetrazolo[1,5- a]pyrimidine and tetrahydrotetrazolo[5,1- b]quinazolinone derivatives

RSC Adv. 2022 Aug 10;12(34):22180-22187. doi: 10.1039/d2ra03813g. eCollection 2022 Aug 4.

Authors

Fatemeh Karimi¹, Behnaz Tighsazzadeh¹, Beheshteh Asadi¹, Iraj Mohammadpoor-Baltork¹, Mahsa Layeghi¹, Valiollah Mirkhani¹, Shahram Tangestaninejad¹, Majid Moghadam¹

Affiliation

¹ Department of Chemistry, Catalysis Division, University of Isfahan Isfahan 81746-73441 Iran imbaltork@sci.ui.ac.ir +98 31 3668 9732 +98 31 3793 4927.

Abstract

An efficient and reusable catalyst, which is 3-(propylthio)propane-1-sulfonic acid immobillized on functionalized magnetic nanoparticles [PTPSA@SiO₂-Fe₃O₄], has been synthesized. For the first time, it is highlighted under solvent-free conditions for the catalytic activity in multicomponent synthesis of dihydrotetrazolo[1,5-a]pyrimidines, dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylates and tetrahydrotetrazolo[5,1-b]quinazolinones. The structure of the catalyst was well confirmed by characterization techniques, such as FT-IR, TGA, SEM-EDX, elemental mapping, TEM, VSM and elemental analysis. Besides, this unique catalyst was found to be effectual up to six cycles, which made it spotlighted. Recyclability of catalyst, excellent yield of the products, short reaction time and clean reaction profile are the advantages of the present protocol.