10199-63-0Relevant articles and documents
Transformations of 4,9-Dimethyl-2,3,7,8-tetra-azatetracyclo4,1206,10>trideca-1,6-diene , a Bishydrazone having Two Bridgehead Double Bonds
Mellor, John M.,Pathirana, Ranjith
, p. 2545 - 2549 (1983)
Reduction of the anti-Bredt bishydrazone 4,9-dimethyl-2,3,7,8-tetra-azatetracyclo4,1206,10>trideca-1,6-diene with lithium aluminium hydride-aluminium chloride or by catalytic hydrogenation gives the bishydrazine 1,6-dimethyl-2,3,7,8-tetra-azatetracyclo4,1206,10>tridecane, but reaction with either lithium aluminium hydride or aluminium chloride gives dihydropyrazoles by ring cleavage.
Cross-conjugated Mesomeric Betaines: 3-Oxopyrazolopyrazol-8-ylium-1-olate
Potts, Kevin T.,Murphy, Peter
, p. 144 - 146 (1986)
Carbon suboxide and pyrazole led to the title system, the parent member of a group of cross-conjugated mesomeric betaines: with 3,5-dimethylpyrazole, the corresponding 5,7-dimethyl derivative was obtained, this being sufficiently stable for physical and chemical characterization.
Synthesis of quinoxaline, benzimidazole and pyrazole derivatives under the catalytic influence?of biosurfactant-stabilized iron nanoparticles in water
Arde, Satyanarayan M.,Patil, Audumbar D.,Mane, Ananda H.,Salokhe, Prabha R.,Salunkhe, Rajashri S.
, p. 5069 - 5086 (2020)
Abstract: We have reported the synthesis, characterization, and catalytic applications of amorphous iron nanoparticles (FeNPs) using aqueous leaves extract of renewable natural resource Boswellia serrata plant. Synthesized FeNPs were stabilized in situ by the addition of aqueous pod extracts of Acacia concinna as a biosurfactant (pH 3.11). The structural investigation of biosynthesized nanoparticles was performed using UV–visible spectroscopy, X-ray diffraction analysis, selected area electron diffraction, energy-dispersive X-ray spectroscopy, scanning electron microscopy, transmission electron microscopy, X-ray photoelectron spectroscopy, thermogravimetric analysis, and BET analysis. The FeNPs were amorphous in nature with average particle size ~ 19?nm and successfully employed as heterogeneous catalyst for the synthesis of quinoxaline, benzimidazole, and pyrazole derivatives in aqueous medium at ambient conditions. The FeNPs could be recycled up to five times with modest change in the catalytic activity. Graphic abstract: [Figure not available: see fulltext.].
Application of Fe3O4@SiO2@sulfamic acid magnetic nanoparticles as recyclable heterogeneous catalyst for the synthesis of imine and pyrazole derivatives in aqueous medium
Zakerinasab,Nasseri,Hassani,Samieadel
, p. 3169 - 3181 (2016)
Sulfamic acid supported on Fe3O4@SiO2 superpara magnetic nanoparticles was successfully applied as a recyclable solid acid catalyst with a large density of sulfamic acid groups for the synthesis of pyrazole derivatives, an important class of potentially bioactive compounds. The products are obtained in high yield from the one-pot reaction procedure involving dicarbonyl compounds and hydrazines/hydrazides. This new method totally avoids the use of toxic or expensive solvents and organic acids in this reaction.
Hydrotrope: Green and rapid approach for the catalyst-free synthesis of pyrazole derivatives
Barge, Madhuri,Kamble, Santosh,Kumbhar, Arjun,Rashinkar, Gajanan,Salunkhe, Rajashri
, p. 1213 - 1218 (2013)
An efficient synthesis of pyrazole derivatives by condensation of 1,3-diketone and hydrazines/hydrazides has been achieved in aqueous hydrotropic solution under catalyst-free conditions within a very short time. The present protocol is beneficial as it includes mild reaction conditions, shorter reaction times, use of universal solvent water, which avoids volatile organic solvents, high yields of products, and being environmentally friendly.
PEG-SO3H as a mild, efficient and green catalytic system for the synthesis of pyrazole derivatives in aqueous medium
Nasseri,Alavi,Zakeri Nasab
, p. 213 - 219 (2013)
A versatile, alternative and environmentally benign strategy for the synthesis of a series of pyrazoles has been successfully performed in water using PEG-SO3H as an acidic catalyst. The products are obtained in high yield from the one-pot reaction procedure involving dicarbonyl compounds and hydrazines/hydrazides. This new method totally avoids the use of organic acids and toxic or expensive solvents in this reaction. The catalyst is waste-free, easily prepared, and efficiently re-used.
Ring-ring tautomerism in 1,3-alkanoylhydrazonoximes of acetylacetone
Ershov,Dobrodumov
, p. 722 - 727 (2000)
The coexistence in solution of tautomeric isoxazoline and pyrazoline forms of 1,3-alkanoylhydrazonoxime of acetylacetone has been detected and investigated by 1H and 13C NMR spectroscopic methods. The compounds indicated eliminate hydroxylamine under the action of acid catalysts, forming 1-acyl-3,5-dimethylpyrazoles.
Copper-catalyzed C–N cross-coupling of arylboronic acids with N-acylpyrazoles
Zhang, Jin,Jia, Run-Ping,Wang, Dong-Hui
supporting information, p. 3604 - 3607 (2016/07/21)
A copper-catalyzed C–N bond forming reaction of arylboronic acids and N-acylpyrazoles was developed. This procedure used N-acetyl protected pyrazoles as starting material instead of free pyrazoles (NH). The reaction worked under neutral conditions and did not require any base or ligand. The reaction showed good functional group tolerance.
An efficient practical chemo-enzymatic protocol for the synthesis of pyrazoles in aqueous medium at ambient temperature
Mane, Ananda,Salokhe, Prabha,More, Pallavi,Salunkhe, Rajashri
, p. 75 - 81 (2015/09/01)
An expeditious oxidative cyclocondensation reaction of hydrazines/hydrazides with 1,3-dicarbonyl compound was efficiently developed in aqueous medium using Saccharomyces cerevisae (baker's yeast) as a whole cell biocatalyst at room temperature. The method has been assigned using green chemistry measures and found to give a range of N-substituted pyrazoles with moderate to excellent yields (70-92%). The reaction progress was monitored by gas chromatography.
Cellulose sulfuric acid as a bio-supported and efficient solid acid catalyst for synthesis of pyrazoles in aqueous medium
Nasseri, Mohammad Ali,Salimi, Mehri,Esmaeili, Abbas Ali
, p. 61193 - 61199 (2015/02/19)
A convenient and practical method was described for the regioselective synthesis of pyrazoles from hydrazines/hydrazides and 1,3-dicarbonyl compounds via the Knorr synthesis in water with cellulose sulfuric acid (CSA) as a biopolymer-based solid acid catalyst. Various hydrazines and hydrazides were reacted with 1,3 diketones and the desired pyrazoles were obtained in high yields. The reaction of less reactive hydrazines with 1,3-dicarbonyl compounds stopped at the corresponding hydrazone derivatives. Hydrazides were employed with β-ketoester, and imine adducts were the only isolated product. Simple isolation of products, mild reaction conditions, reusability of solid acid catalysts and short reaction times are advantages of this green procedure. This journal is
