2143-99-9Relevant academic research and scientific papers
Glucose:urea:NH4Cl low melting mixture for the synthesis of symmetric azines
Theresa, Letcy V.,Shaibuna,Sreekumar
, p. 3148 - 3160 (2019/09/03)
Alternate reaction media have become very important due to the problems created by the highly volatile nature of the solvents. The deep eutectic mixture is a kind of an alternate reaction medium which has emerged in recent years. Low melting mixtures were introduced by making the deep eutectic mixture more cost-effective and renewable by introducing carbohydrates into it. The properties of low melting mixtures include easiness to prepare, usage of low-cost components, biodegradability, solubility in water, easy separation from organic compounds, etc. The low melting mixtures such as glucose:urea:NH4Cl, glucose:ChCl, glucose:urea:ChCl, glycerol:urea:NH4Cl, and ethylene glycol:urea:NH4Cl were used in different ratios for the reactions. The properties such as viscosity, density, acidity, glass transition temperature, and thermal stability were studied. An unusual method for the synthesis of symmetrical azines is introduced wherein benzaldehyde and hydroxylamine are reacted in the presence of glucose:urea:NH4Cl. The method of synthesis needs only less reaction time, temperature and the product was easily separated. The products were confirmed using GC-MS and NMR techniques. The recyclability of glucose:urea:NH4Cl was studied.
Unusual synthesis of azines and their oxidative degradation to carboxylic acid using iodobenzene diacetate
Sumran, Garima,Aggarwal, Ranjana,Hooda, Mona,Sanz, Dionisia,Claramunt, Rosa M.
supporting information, p. 439 - 446 (2018/02/06)
Reaction of 3-hydrazonobutan-2-one oxime with aromatic aldehydes resulted in the formation of 1,2-bis(arylidene)hydrazine commonly referred as azine as an unexpected product, instead of expected product 3-(aryl)methylenehydrazonobutan-2-one oxime, which were subsequently oxidized to corresponding aromatic acids with an ecofriendly oxidizing agent iodobenzene diacetate. Azines and carboxylic acids were characterized by IR and NMR (1H, 13C, HMBC, and HMQC) studies.
Cs2CO3-mediated decomposition of N-tosylhydrazones for the synthesis of azines under mild conditions
Luo, Zai-Gang,Liu, Peng,Fang, Yu-Yu,Xu, Xue-Mei,Feng, Cheng-Tao,Li, Zhong,Zhang, Xiao-Mei,He, Jie
, p. 1139 - 1148 (2017/02/10)
Abstract: A facile, environmentally and efficient Cs2CO3-mediated decomposition of N-tosylhydrazones reaction has been developed for the synthesis of functionalized azines under mild conditions. This method offers broad substrate scope, occurs as additive-free, without strong base conditions, utilizes readily available reactants, and forms products in good to high yields. Graphical Abstract: [Figure not available: see fulltext.]
A Copper-Benzotriazole-Based Coordination Polymer Catalyzes the Efficient One-Pot Synthesis of (N′-Substituted)-hydrazo-4-aryl-1,4-dihydropyridines from Azines
Kallitsakis, Michael,Loukopoulos, Edward,Abdul-Sada, Alaa,Tizzard, Graham J.,Coles, Simon J.,Kostakis, George E.,Lykakis, Ioannis N.
supporting information, p. 138 - 145 (2017/01/14)
A series of new (N′-substituted)-hydrazo-4-aryl-1,4-dihydropyridines was successfully synthesized via a facile one-pot catalytic pathway utilizing azines and propiolate esters as starting materials and a one-dimensional copper benzotriazole-based coordination polymer as catalyst. In the absence of catalyst, the corresponding 5-substituted 4,5-dihydropyrazoles were formed in moderate to high yields. Fine-tuning of the catalysts allowed us to gain more insights regarding the plausible reaction mechanism. (Figure presented.).
Hydrolysis and hydrazinolysis of isatin-based ald-and ketazines
Ibrahim, Hany S.,Abdelhadi, Soha R.,Abdel-Aziz, Hatem A.
, (2015/05/27)
The hydrolysis of isatin aldazine 4a-d afforded the unexpected 3,3'-(hydrazine-1,2-diylidene)bis(indolin-2-one) (5) and 1,2-di(arylidene)hydrazines 6a-d through dual hydrolysis of 4a-d. A mechanism to explain the formation of 5 and 6a-d was proposed. In addition, the hydrazinolysis of 4a-d yielded 3-hydrazonoindolin-2-one (2) and 1,2-di(arylidene)hydrazines 6a-d instead of hydrazones 17a-d, while hydrazinolysis of isatin ketazine 5 gave the expected 3-hydrazonoindolin-2-one (2). These results indicated the ability of the title compounds for unusual hydrolysis and hydrazinolysis reactions.
Anomalous reaction of hydrazine hydrate with 5-arylidene barbiturates: Formation of benzalazines
Goudgaon,Upendar Reddy, Ch.,Patil, Sharanabasappa,Sheshikant
, p. 277 - 282 (2019/01/21)
Reaction of 5-arylidene barbiturates (3a-i) with hydrazine hydrate resulted in the unusual formation of novel benzalazines (5a-i) in 70-90% yield rather than the expected pyrazole fused pyrimidines.
Features of the reactions of β-Aryl(heteryl)-α-nitroacrylates with N,N-, N,O-, and N,S-Binucleophiles
Baichurina,Baichurin,Filippenko,Aboskalova,Berestovitskaya
, p. 1400 - 1408 (2013/01/15)
The reactions of β-aryl(heteryl)-α-nitroacrylates with N,N-, N,O-, and N,S-binucleophiles proceed regiospecifically through the initial formation of the AdN products, among which only the product from oaminothiophenol was isolated. The conditions of converting the S-adducts into 2-aryl(heteryl)benzothiazole were found. The N-adducts formed in the reaction with hydrazine, o-phenylenediamine, and o-aminophenol undergo immediately the spontaneous transformation into the linear (azine, azomethine) or heterocyclic (benzimidazole) structures. Pleiades Publishing, Ltd., 2012.
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 azines in solid state: Reactivity of solid hydrazine with aldehydes and ketones
Lee, Byeongno,Hyung Lee, Kyu,Cho, Jaeheung,Nam, Wonwoo,Hur, Nam Hwi
supporting information; experimental part, p. 6386 - 6389 (2012/02/01)
Highly conjugated azines were prepared by solid state grinding of solid hydrazine and carbonyl compounds such as aldehydes and ketones, using a mortar and a pestle. Complete conversion to the azine product is generally achieved at room temperature within 24 h, without using solvents or additives. The solid-state reactions afford azines as the sole products with greater than 97% yield, producing only water and carbon dioxide as waste.
Synthesis of functionalized diaryl alkancs from azines
Manih, Rudolf M.,Myrboh, Bekington
experimental part, p. 146 - 151 (2009/12/01)
Substituted diaryl alkanes arc synthesized from bcnzalazines and acctophenone/propiophenone azines via Friedel Craft's reaction with substituted mono- and poly-nuclear aromatic hydrocarbons. Diaryl methanes/ethanes and propanes are obtained by reaction with benzalazine, N,N'-bis (I-phenyl) azine and N, N'-bis (I-propyl) azine, respectively.
