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Preparation and characterization of nanomagnetic piperidinium benzene‐1,3‐disulfonate ionic liquid as a novel, green and heterogeneous catalyst and its use in the synthesis of 1 H –pyrazolo[1,2‐ b ]phthalazine‐5,10‐diones and 1 H –pyrazolo[1,2‐ a ] pyridazine‐5,8‐diones under solvent‐free conditions
Author(s) -
GhorbaniVaghei Ramin,
Mahmoodi Jafar,
Maghbooli Yaser
Publication year - 2017
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.3717
Subject(s) - chemistry , phthalic anhydride , thermogravimetry , malononitrile , catalysis , ionic liquid , phthalazine , hydrazine (antidepressant) , hydrate , thermogravimetric analysis , maleic anhydride , nuclear chemistry , organic chemistry , inorganic chemistry , polymer , chromatography , copolymer
The one‐pot four‐component synthesis of 1 H –pyrazolo[1,2‐ b ]phthalazine‐5,10‐diones and 1 H –pyrazolo[1,2‐ a ]pyridazine‐5,8‐diones was carried out from the reaction between various aldehydes, malononitrile, hydrazine hydrate and phthalic anhydride or maleic anhydride at 110 °C in solvent‐free conditions using piperidinium benzene‐1,3‐disulfonate nanomagnetic ionic liquid (NMIL) as a novel and reusable catalyst. Some advantages of the presented procedure are a significant reduction in cost, effective catalysis and reusability of the catalyst. NMIL was thoroughly characterized using Fourier transform infrared spectroscopy, X‐ray diffraction, scanning and transmission electron microscopies, thermogravimetry, derivative thermogravimetry, B runauer–Emmett–Teller analysis, vibrating sample magnetometry and energy‐dispersive X‐ray spectroscopy. The technique is developed as a suitable and safe method for the synthesis of 1 H –pyrazolo[1,2‐ b ]phthalazine‐5,10‐diones and 1 H –pyrazolo[1,2‐ a ]pyridazine‐5,8‐diones making use of an efficient and reusable green catalyst.