20515-69-9Relevant academic research and scientific papers
Ruthenium(ii)-catalysed 1,2-selective hydroboration of aldazines
Gunanathan, Chidambaram,Pradhan, Subham,Thiyagarajan, Subramanian
supporting information, p. 7147 - 7151 (2021/08/30)
Herein, an efficient and simple catalytic method for the selective and partial reduction of aldazines using ruthenium catalyst [Ru(p-cymene)Cl2]2 (1) has been accomplished. Under mild conditions, aldazines undergo the addition of pinacolborane in the presence of a ruthenium catalyst, which delivered N-boryl-N-benzyl hydrazone products. Notably, the reaction is highly selective, and results in exclusive mono-hydroboration and desymmetrization of symmetrical aldazines. Mechanistic studies indicate the involvement of in situ formed intermediate [{(η6-p-cymene)RuCl}2(μ-H-μ-Cl)] (1a) in this selective hydroboration.
Dihydrazone compound high in affinity with Abeta protein and Tau protein, derivative thereof, and applications of dihydrazone compound and derivative
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Paragraph 0029-0031; 0032-0034, (2019/05/15)
The invention provides a dihydrazone compound high in affinity with Abeta protein and Tau protein, a derivative thereof, and applications of the dihydrazone compound and the derivative. The structureof the dihydrazone compound is represented by formula I. The dihydrazone compound can be directly taken as a fluorescence probe used for detecting neurofibrillary tangles in vivo or in tissue samples;when the dihydrazone compound is adopted in nuclear medicine imaging, appropriate radioisotopes are needed for labeling. The dihydrazone compound is especially suitable to be used for diagnosis of neurodegenerative diseases, and diagnosis of patients with diseases with Abeta plaques including Alzheimer's disease.
Aldazines in the Castagnoli-Cushman Reaction
Mikheyev, Alexander,Kantin, Grigory,Krasavin, Mikhail
, p. 2076 - 2086 (2018/03/29)
Aldazines were employed in the Castagnoli-Cushman reaction of homophthalic anhydride for the first time. The reaction proved to be distinctly diastereoselective when conducted at room temperature in acetonitrile, yielding predominantly the kinetic cis -co
Synthesis of New symmetrical N,N'-diacylhydrazines and 2-(1,2,3-triazol-4-yl)-1,3,4-oxadiazoles
Abdel-Wahab, Bakr F.,Alotaibi, Mohammad Hayal,El-Hiti, Gamal A.
, p. 591 - 596 (2017/09/28)
Background: The aim of the current research was to synthesize novel symmetrical N,N'-diacylhydrazines through oxidation of acid carbohydrazide using ethyl 2-cyano-3-methoxyacrylate or 2-(methoxymethylene)malononitrile as organo-catalyst. Also, novel 2-(1,
Solvent-free, [Et3NH][HSO4] catalyzed facile synthesis of hydrazone derivatives
Parveen, Mehtab,Azaz, Shaista,Malla, Ali Mohammed,Ahmad, Faheem,Da Silva, Pedro Sidonio Pereira,Silva, Manuela Ramos
, p. 469 - 481 (2015/02/19)
In the present study, a library of hydrazone analogues 2(a-j) and 4(a-e) were synthesized, which were typically accessed via a solvent-free facile nucleophilic addition between hydrazine hydrate and appropriately substituted aromatic aldehydes 1(a-j) and 3-formylchromones 3(a-e). The molecular structure of compound (2f) was well supported by single crystal X-ray crystallographic analysis and also verified by DFT calculations. This new synthetic, eco-friendly, sustainable protocol resulted in a remarkable improvement in the synthetic efficiency (90-98% yield), high purity, using [Et3NH][HSO4] as a catalyst and an environmentally benign solvent eliminating the need for a volatile organic solvent and additional catalyst. This ionic liquid is air and water stable and easy to prepare from cheap amine and acid. The present methodology is a green protocol offering several advantages such as, excellent yield of products, minimizing production of chemical wastes, shorter reaction profile, mild reaction conditions, simple operational procedure, easy preparation of catalyst and its recyclability up to five cycles without any appreciable loss in catalytic activity. The optimization conditions carried out in the present study revealed that 20 mol% of ionic liquid catalyst under solvent-free condition at 120°C are the best conditions for the synthesis of hydrazone derivatives in excellent yields.
Monohydrocyanation of symmetrical azines using potassium hexacyanoferrate(II) as an environmentally friendly cyanide source
Hu, Xiaochun,Li, Hongbo,Yang, Jingya,Li, Zheng
supporting information, p. 1786 - 1790 (2014/08/05)
The monohydrocyanation of symmetrical azines to synthesize α-hydrazinonitriles using potassium hexacyanoferrate(II) as cyanide source and benzoyl chloride as a promoter under catalyst-free conditions is described. The advantages of this protocol are the environmentally friendly cyanide source, high yield, and simple work-up procedure. Georg Thieme Verlag Stuttgart New York.
Microwave-assisted synthesis of 1-hydrazinophosphonates via the reaction of aldazines with dialkyl phosphite
Kaboudin, Babak,Alipour, Soheil
experimental part, p. 304 - 308 (2012/07/27)
A simple, efficient, and novel method has been developed for the synthesis of 1-hydrazinophosphonic acids from aldazines. As described below, treatment of aldazines with diethyl phosphite gives the corresponding 1-hydrazinophosphonic acids in good yields. The reaction proceeds under microwave irradiation at 110°C and neutral condition without any additives such as base, acid, or catalyst. This method is easy, rapid, and gives good yields for the 1-hydrazinophosphonic acids.
Synthesis of 1,3,4-thiadiazoles from aldehyde hydrazones
Okuma, Kentaro,Nagakura, Kazuko,Nakajima, Yasutaka,Kubo, Kento,Shioji, Kosei
, p. 1929 - 1931 (2007/10/03)
Reaction of p-tolualdehyde hydrazone with disulfur dichloride in the presence of DBU gave 2,5-di (p-tolyl)-1,3,4-thiadiazole (1a) in 54% yield. Phenyldiazomethane also reacted with disulfur dichloride to afford 2,5-diphenyl-1,3,4-thiadiazole (1b) in 80% y
Orthoamide, LX [1]. N,N,N',N'-Tetraformylhydrazine- a Formylation Agent for Aromatic Compounds of Wide Scope
Kantlehner, Willi,Haug, Erwin,Scherr, Oliver,Stoyanov, Edmont V.,Mezger, Jochen,Ziegler, Georg
, p. 355 - 365 (2007/10/03)
The reagent system formed from N,N,N',N'-tetraformylhydrazine (3) and aluminum chloride allows the formylation of aromatic compounds. The scope of the method is comparable with the Olah formylation and the Gross-Rieche procedure, since benzene and fluorobenzene can be formylated. Two formyl groups are transferred from 3 to the aromatic nuclei when a molar ratio 4:1:4 (aluminum chloride/3/aromatic compound) is chosen.
A novel approach to fluoro-containing alkenes
Korotchenko, Vasily N,Shastin, Alexey V,Nenajdenko, Valentine G,Balenkova, Elisabeth S
, p. 7519 - 7527 (2007/10/03)
A new and general one-pot transformation of aromatic aldehydes to fluorinated olefins containing -CH=C(Cl)CF3 or -CH=C(F)CClF2 moieties is described. Freons CCl3CF3 and CCl2FCClF2 were used as trifluoromethyl and difluoromethyl C2-building blocks respectively. A proposed mechanism for the reaction is discussed.
