Synthesis of tetrazolo[1,5-a]pyrimidine-6-carbonitriles using HMTA-BAIL@MIL-101(Cr) as a superior heterogeneous catalyst

Mohammad Hossein Abdollahi-Basir; Boshra Mirhosseini-Eshkevari; Farzad Zamani; Mohammad Ali Ghasemzadeh

doi:10.1038/s41598-021-84379-3

Synthesis of tetrazolo[1,5-a]pyrimidine-6-carbonitriles using HMTA-BAIL@MIL-101(Cr) as a superior heterogeneous catalyst

Sci Rep. 2021 Mar 3;11(1):5109. doi: 10.1038/s41598-021-84379-3.

Authors

Mohammad Hossein Abdollahi-Basir^#¹, Boshra Mirhosseini-Eshkevari^#^{2

3}, Farzad Zamani⁴, Mohammad Ali Ghasemzadeh⁵

Affiliations

¹ Department of Chemistry, College of Science, University of Guilan, Rasht, 41335-19141, Islamic Republic of Iran.
² Department of Chemistry, Qom Branch, Islamic Azad University, Qom, 37491-13191, Islamic Republic of Iran.
³ Department of Chemistry, North Tehran Branch, Islamic Azad University, Tehran, Islamic Republic of Iran.
⁴ The Institute of Scientific and Industrial Research (ISIR), Osaka University, Ibaraki, Osaka, 567-0047, Japan.
⁵ Department of Chemistry, Qom Branch, Islamic Azad University, Qom, 37491-13191, Islamic Republic of Iran. ghasemzadeh@qom-iau.ac.ir.

^# Contributed equally.

Abstract

A one-pot three component reaction of benzaldehydes, 1H-tetrazole-5-amine, and 3-cyanoacetyl indole in the presence of a new hexamethylenetetramine-based ionic liquid/MIL-101(Cr) metal-organic framework as a recyclable catalyst was explored. This novel catalyst, which was fully characterized by XRD, FE-SEM, EDX, FT-IR, TGA, BET, and TEM exhibited outstanding catalytic activity for the preparation of a range of pharmaceutically important tetrazolo[1,5-a]pyrimidine-6-carbonitriles with good to excellent yields in short reaction time.

Publication types

Research Support, Non-U.S. Gov't