10252-57-0Relevant academic research and scientific papers
Preparation method of pyrazole derivative
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Paragraph 0053-0057; 0114-0117, (2022/04/09)
The present invention discloses a method for preparing a pyrazole derivative. The method comprises the following steps: the arylhydrazine derivative is mixed with an alkyldione derivative, reaction, to obtain a pyrazole derivative; wherein the structure of the arylhydrazine derivative is as follows: the structure of the alkyldione derivative is as follows: the structure of the pyrazole derivative provided by the present invention is green safe, simple and efficient, mild conditions, no catalyst, low cost, high synthesis efficiency. This method can synthesize a variety of 1,3,4,5-tetra-substituted pyrazole derivatives, and the method can be widely used in the field of organic synthesis.
HBF4/ACN: A simple and efficient protocol for the synthesis of pyrazoles under ambient reaction conditions
Hazarika, Roktopol,Konwar, Manashjyoti,Damarla, Krishnaiah,Kumar, Arvind,Sarma, Diganta
, p. 329 - 337 (2020/01/08)
An efficient and novel protocol for pyrazole synthesis has been developed by using fluoroboric acid as the acid catalyst. Simple and easily available 1,3-diketone and hydrazine derivatives are taken as the substrates for this purpose. The reaction entails
Cu1.5PMo12O40-catalyzed condensation cyclization for the synthesis of substituted pyrazoles
Yang, Guo-Ping,He, Xing,Yu, Bing,Hu, Chang-Wen
, (2018/09/12)
A convenient and direct approach has been developed for the preparation of pyrazole derivatives by the condensation cyclization of hydrazines/hydrazide and 1,3-diketones in the presence of Cu1.5PMo12O40 (0.33?mol%) under mild conditions (r.t.-60?°C, 10–30?min). Notably, the reaction was found to be scalable as 99% yield was obtained when the reaction was performed at a 5-mmol scale. This solvent-free and halogen-free catalytic system represents an effective economic and environmentally friendly method for the construction of pyrazoles.
Efficient Copper-Catalyzed Synthesis of Substituted Pyrazoles at Room Temperature
Wang, Haifeng,Sun, Xiangli,Zhang, Shuangling,Liu, Guanglu,Wang, Chunjie,Zhu, Lili,Zhang, Hui
supporting information, p. 2689 - 2692 (2018/12/14)
An efficient method for the synthesis of pyrazoles through a copper-catalyzed condensation reaction has been developed. The new catalytic system not only maintained a broad substrate scope but was also active under acid-free reaction conditions, overcoming the conventional requirement for an acid-catalyzed system. Furthermore, the copper catalyst enabled this reaction to be performed at room temperature and in a short reaction time.
2 (Oxa) as a heterogeneous recyclable catalyst: Synthesis of pyrazoles under mild reaction conditions
Katla, Ramesh,Chowrasia, Rakhi,Manjari, Padma S.,Da Silva, Caren D. G.,Dos Santos, Beatriz F.,Domingues, Nelson L. C.
supporting information, p. 9471 - 9476 (2016/11/11)
We developed a novel and highly efficient protocol for the synthesis of important pyrazole derivatives by using some 1,3-dicarbonyl compounds and phenyl hydrazines via a one-pot protocol. As a recyclable heterogeneous catalyst, we used [Ce(l-Pro)2]2 (Oxa). In addition, the catalyst is recyclable, the proline is economically viable and readily available in both enantiomeric forms and the catalyst is insoluble in almost all solvents and may be easily filtered off from the reaction medium. Moreover, this new synthetic protocol features high conversion, short reaction times, a straightforward procedure and cleaner reaction profiles.
Small molecule library synthesis using segmented flow
Thompson, Christina M.,Poole, Jennifer L.,Cross, Jeffrey L.,Akritopoulou-Zanze, Irini,Djuric, Stevan W.
experimental part, p. 9161 - 9177 (2012/01/03)
Flow chemistry has gained considerable recognition as a simple, efficient, and safe technology for the synthesis of many types of organic and inorganic molecules ranging in scope from large complex natural products to silicon nanoparticles. In this paper
Nitrogen-containing heterocycles from metal β-diketonates
Svistunova,Shapkin,Nikolaeva,Apanasenko
experimental part, p. 756 - 761 (2011/08/06)
Factors determining the reaction of metal β-diketonates with hydrazine, in particular the nature of central metal ion and structure of β-diketonate ligand, are discussed. The possibility for the preparation of other heterocyclic compounds via reaction of metal acetylacetonates with phenylhydrazine, o-phenylenediamine, urea, and thiourea was studied.
Room-temperature synthesis of pyrazoles, diazepines, β-enaminones, and β-enamino esters using silica-supported sulfuric acid as a reusable catalyst under solvent-free conditions
Chen, Xiang,She, Jin,Shang, Zhi-Cai,Wu, Jun,Zhang, Peizhi
experimental part, p. 947 - 957 (2009/09/06)
Silica-supported sulfuric acid (H2SO4·SiO2) has been utilized as a heterogeneous recyclable catalyst for a highly efficient regio- and chemoselective condensation of hydrazines/hydrazides, diamines, and primary amines with various β-dicarbonyl compounds at room temperature to afford pyrazoles, diazepines, and β-enaminones/β-enamino esters under solvent-free conditions within 5-15 min. Copyright Taylor & Francis Group, LLC.
Synthesis of pyrazoles, diazepines, enaminones, and enamino esters using 12-tungstophosphoric acid as a reusable catalyst in water
Chen, Xiang,She, Jin,Shang, Zhicai,Wu, Jun,Wu, Haifeng,Zhang, Peizhi
experimental part, p. 3478 - 3486 (2009/05/09)
12-Tungstophosphoric acid (H3PW12O40) is found to be an efficient and recyclable catalyst in promoting a chemo- and regioselective condensation of hydrazines/hydrazides, diamines, and primary amines with various 1,3-dicarbonyl compounds in pure water at room temperature to afford pyrazoles, diazepines, and enaminones/enamino esters, respectively, in high yields. Georg Thieme Verlag Stuttgart.
Organomercury Compounds. XXXI. Preparations and 199Hg N.M.R. Spectra of Organomercury Derivatives of 2-Phenylpyridine, Benzoquinoline, 1-Phenylpyrazole and 3,4,5-Trimethyl-1-phenylpyrazole, and the X-Ray Crystal Structure of Bismercury
Black, David St. C.,Deacon, Glen B.,Edwards, Gavin L.,Gatehouse, Bryan M.
, p. 1323 - 1336 (2007/10/02)
2-)Pyridin-2'-yl)phenylmercuric acetate has been prepared by mercuration of 2-phenylpyridine.Symmetrization of the corresponding chloride by alkaline sodium stannite gave bismercury, which was also prepared from 2-(2'-aminophenyl)pyridine by the diazo method and treatment of the initial product with copper powder and aqueous ammonia.Mercuration of benzoquinoline and 3,4,5-trimethyl-1-phenylpyrazole with mercuric acetate followed by treatment with lithium chloride yielded benzoquinolin-10-ylmercuric chloride and 2-(3',4',5'-trimethylpyrazol-1'-yl)phenylmercuric chloride respectively.Treatment of the former product with tribromide ions gave 10-bromobenzoquinoline.The exchange Grignard reaction between 1-phenylpyrazole and ethylmagnesium bromide to give 2-(pyrazol-1'-yl)phenylmagnesium bromide has been monitored by reactions with benzonitrile and D2O to establish optimum conditions for reaction with mercuric bromide giving bismercury.The 199Hg n.m.r. chemical shifts of the majority of mercurials are shifted substantially downfield to the corresponding simple phenylmercurials consistent with weak intramolecular coordination by the heterocyclic nitrogen donor atoms, but a small upfield shift is observed for bismercury.The X-ray crystal structure of bismercury 1/n, a 12.746(2), b 11.660(2), c 5.698(1) Angstroem, β 92.81(1) deg, V 845.8 Angstroem3> shows a centrosymmetric molecule with strong linear two coordination and significant but much weaker Hg-N interactions giving overall distorted square planar stereochemistry.The phenyl rings are mutually coplanar, whilst the two pyridin-2'-yl rings are parallel and inclined at 10.8 deg to the phenyl groups.
