Scientia Iranica

Scientia Iranica

Characterization and application of pyrazinium di(hydrogen sulfate) as a highly efficient catalyst for synthesis of 14-aryl-14H-dibenzo[aj]xanthenes, 9-aryl-1,8-dioxo-octahydroxanthenes and 1-amidoalkyl/carbamatoalkyl-2-naphthols

Authors
Abdolkarim Zare 1
Salimeh Ahmadi 1
Fereshteh Abi 1
Tahereh Hekmat-Zadeh 1
Maria Merajoddin 1
Marzieh Hatami 1
Meisam Keshtkar 1
Ardeshir Khazaei 2
1 Department of Chemistry, Payame Noor University, PO BOX 19395-3697, Tehran, Iran
2 Faculty of Chemistry, Bu-Ali Sina University, Hamedan 6517838683, Iran
Abstract
In this work, characterization of Brønsted acidic ionic liquid namely pyrazinium di(hydrogen sulfate){PyH2(HSO42} using 1H and 13C NMR, mass, thermogravimetry(TG) and derivative thermogravimetry(DTG) data is achieved. Afterward, it is used as a highly efficient, green and homogeneous catalyst to promote the following organic transformations under solvent-free conditions: (i) the synthesis of 14-aryl-14H-dibenzo[aj]xanthenesfrom2-naphthol and arylaldehydes, (ii) the preparation of 9-aryl-1,8-dioxo-octahydroxanthenes by the reaction of dimedone (5,5-dimethyl-1,3-cyclohexanedione)with arylaldehydes, (iii) the synthesis of 1-amidoalkyl/carbamatoalkyl-2-naphthols by the condensation of 2-naphthol with aromatic aldehydes and amide derivatives/alkyl carbamates.
Keywords
Brønsted acidic ionic liquid
Pyrazinium di(hydrogen sulfate){PyH2(HSO42}
14-Aryl-14H-dibenzo[aj]xanthenes
9-Aryl-1,8-dioxo-octahydroxanthene
1-Amidoalkyl-2-naphthol
1-Carbamatoalkyl-2-naphthol
Scientia Iranica
Volume 22, Issue 6 - Serial Number 6
Transactions on Chemistry and Chemical Engineering (C)
December 2015
Pages 2271-2281

  • Receive Date 26 April 2015
  • Accept Date 27 July 2017