1314252-95-3Relevant academic research and scientific papers
Tandem cyclocondensation-Knoevenagel-Michael reaction of phenyl hydrazine, acetoacetate derivatives and arylaldehydes
Khazaei, Ardeshir,Abbasi, Fatemeh,Moosavi-Zare, Ahmad Reza
, p. 5287 - 5292 (2014)
In this work, a novel N-bromo sulfonamide reagent, namely N,2-dibromo-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide (DCDBTSD), is synthesized and fully characterized by IR, UV, 1H and 13C NMR, XRD, TG/DTG as well as mass spectra. The presented N-bromo sulfonamide is used as a new and highly efficient catalyst for the synthesis of 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)s via one-pot pseudo five component condensation reaction of phenylhydrazine, acetoacetate derivatives and arylaldehydes. Mechanistically, Br+ ions, which are generated by the catalyst, can catalyze this reaction in neutral media. This methodology offers several advantages, such as use of non-toxic and inexpensive materials, high yields, short reaction times and clean workup.
An efficient one-pot synthesis of highly functionalized benzylpyrazolyl pyrido[1,2-a]pyrimidine derivatives using CuFe2O4 nanoparticles under solvent-free conditions
Jannati, Saeideh,Esmaeili, Abbas Ali
, p. 6817 - 6833 (2017)
Abstract: An efficient and green protocol for the synthesis of novel benzylpyrazolyl pyrido[1,2-a]pyrimidine derivatives via three-component reaction of aryl aldehydes, 2-hydroxy-4H-pyrido[1,2-a]pyrimidine-4-ones, and 3-methyl-1-phenyl-1H-pyrazol-5-one has been reported using a magnetically separable and reusable heterogeneous copper ferrite (CuFe2O4) nano-catalyst under solvent-free conditions. CuFe2O4 nanoparticles were characterized by FT-IR, powder X-ray diffraction and transmission electron microscopy. Graphical Abstract: An efficient one-pot synthesis of highly functionalized benzylpyrazolyl pyrido[1,2-a]pyrimidine derivatives using CuFe2O4 nanoparticles under solvent-free conditions.
Cyclocondensation-Knoevenagel–Michael Domino reaction of phenyl hydrazine, acetoacetate derivatives and aryl aldehydes over acetic acid functionalized ionic liquid
Moosavi-Zare, Ahmad Reza,Zolfigol, Mohammad Ali,Noroozizadeh, Ehsan,Khaledian, Omid,Shaghasemi, Behzad Shirmardi
, p. 4759 - 4772 (2016)
Abstract: An efficient solvent-free protocol for the synthesis of 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)s via one-pot pseudo five-component condensation reaction of phenyl hydrazine, ethylacetoacetate, and aryl aldehydes in the presence of acetic acid functionalized pyridinium salt (1-(carboxymethyl)pyridinium chloride {[cmpy]Cl}) as reusable catalyst has been reported. Moreover,1 H and13C NMR, mass, CHN analysis, Fourier transform infrared spectroscopy, scanning electron microscope, X-ray diffraction analysis, and calculation of interplaner distance of the catalysts have been studied in this work. Graphical Abstract: [Figure not available: see fulltext.]
Synthesis of nano magnetite Fe3O4 based vanadic acid: A highly efficient and recyclable novel nanocatalyst for the synthesis of 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ols)
Safaiee, Maliheh,Zolfigol, Mohammad Ali,Derakhshan-Panah, Fatemeh,Khakyzadeh, Vahid,Mohammadi, Leila
, p. 317 - 322 (2017/01/21)
Nano magnetic Fe3O4 based vanadic acid [MNPs@VO(OH)2] (average diameter 20-26 nm) has been synthesized by grafting VOCl3 on the Fe3O4 surface nanoparticles as a retrievable supporter to pro
Synthesis and characterization of two novel biological-based nano organo solid acids with urea moiety and their catalytic applications in the synthesis of 4,4′-(arylmethylene)bis(1H-pyrazol-5-ol), coumarin-3-carboxylic acid and cinnamic acid derivatives under mild and green conditions
Zolfigol, Mohammad Ali,Ayazi-Nasrabadi, Roya,Baghery, Saeed
, p. 71942 - 71954 (2015/09/08)
2-Carbamoylhydrazine-1-sulfonic acid and carbamoylsulfamic acid as novel, mild and biological-based nano organocatalysts with urea moiety were designed, synthesized and fully characterized by FT-IR, 1H NMR, 13C NMR, mass spectrometry, elemental analysis, thermal gravimetric, derivative thermal gravimetric, X-ray diffraction patterns, scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray spectroscopy, atomic force microscopy and UV/Vis analysis. The catalytic applications of 2-carbamoylhydrazine-1-sulfonic acid and carbamoylsulfamic acid were studied in the synthesis of 4,4′-(arylmethylene)bis(1H-pyrazol-5-ol), coumarin-3-carboxylic acid and cinnamic acid derivatives via the condensation reaction between several aromatic aldehydes and 1-phenyl-3-methylpyrazol-5-one (synthesis of 4,4′-(arylmethylene)bis(1H-pyrazol-5-ols)), the Knoevenagel condensation of Meldrum's acid with salicylaldehyde derivatives (synthesis of coumarin-3-carboxylic acids) and the condensation of Meldrum's acid with aromatic aldehydes (synthesis of cinnamic acids) under mild and solvent-free conditions. In the presented studies, some products were formed and reported for the first time. The described nano organo solid acids have potential in industry.
One-pot synthesis of 4,4-(arylmethylene)-bis-(3-methyl-1-phenyl-1H-pyrazol-5-ols) catalyzed by Br?nsted acidic ionic liquid supported on nanoporous Na+-montmorillonite
Shirini, Farhad,Seddighi, Mohadeseh,Mazloumi, Masoumeh,Makhsous, Masoumeh,Abedini, Masoumeh
, p. 291 - 297 (2015/05/20)
Na+-MMT-[pmim]HSO4, obtained from the immobilization of 1-methyl-3-(trimethoxysilylpropyl)-imidazolium hydrogen sulfate ionic liquid on nanoporous Na+-montmorillonite, was used as catalyst for the simple and efficient synt
Design, characterization and application of new ionic liquid 1-sulfopyridinium chloride as an efficient catalyst for tandem Knoevenagel-Michael reaction of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with aldehydes
Moosavi-Zare, Ahmad Reza,Zolfigol, Mohammad Ali,Zarei, Mahmoud,Zare, Abdolkarim,Khakyzadeh, Vahid,Hasaninejad, Alireza
, p. 61 - 68 (2013/09/02)
In this work, novel ionic liquid 1-sulfopyridinium chloride {[Pyridine-SO3H]Cl} is synthesized, and characterized by IR, 1H and 13C NMR, UV as well as mass spectra. The ionic liquid is used as an efficient, homogeneous and reusable catalyst for the synthesis of 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)s by tandem Knoevenagel-Michael reaction of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with various aromatic and hetero-aromatic aldehydes under mild reaction conditions.
Preparation of silica-bonded N-propyltriethylenetetramine as a recyclable solid base catalyst for the synthesis of 4,4′-(arylmethylene)bis(1H- pyrazol-5-ols)
Niknam, Khodabakhsh,Habibabad, Maryam Sadeghi,Deris, Abdollah,Aeinjamshid, Nasrin
, p. 987 - 992 (2013/07/26)
Silica-bonded N-propyltriethylenetetramine was prepared via the reaction between 3-silicapropyl chloride and triethylenetetramine. This heterogeneous solid base was used as a catalyst for the synthesis of 4,4′- (arylmethylene)bis(1H-pyrazol-5-ols) by a on
Sulfonated rice husk ash (RHA-SO3H) as a highly efficient and reusable catalyst for the synthesis of some bis-heterocyclic compounds
Seddighi, Mohadeseh,Shirini, Farhad,Mamaghani, Manouchehr
, p. 24046 - 24053 (2013/11/19)
Sulfonated rice husk ash (RHA-SO3H), a newly reported solid acid catalyst, was efficiently used for the synthesis of 4,4′-(arylmethylene)- bis-(3-methyl-1-phenyl-1H-pyrazol-5-ols), 3,3′-(arylmethylene)-bis-(4- hydroxycoumarins) and bis(indolyl)
Tandem knoevenagel-michael reaction of 1-Phenyl-3-methyl-5-pyrazolone with aldehydes using 3-aminopropylated silica gel as an efficient and reusable heterogeneous catalyst
Sobhani, Sara,Hasaninejad, Ali-Reza,Maleki, Mahdi Faal,Parizi, Zahra Pakdin
experimental part, p. 2245 - 2255 (2012/06/29)
3-Aminopropylated silica gel is introduced as an efficient, reusable, and thermally stable heterogeneous catalyst for tandem Knoevenagel-Michael reaction of 1-phenyl-3-methyl-5-pyrazolone with aldehydes. Short reaction times, mild reaction conditions, eas
