4278-87-9Relevant academic research and scientific papers
Studies on isocyanides and related compounds; a facile synthesis of 4-phenyl-1-(2H)phthalazinone-2-alkanoic acid amides
Marcaccini,Pepino,Polo,Pozo
, p. 85 - 88 (2001)
A convenient synthesis of the title compounds by means of the Ugi four-component condensation (Ugi 4-CC) is reported. The reaction between acetaldehyde azine (3a), 2-benzoylbenzoic acid (4), and cyclohexyl isocyanide (5) spontaneously afforded N-cyclohexy
Ruthenium(ii)-catalysed direct synthesis of ketazines using secondary alcohols
Kishore, Jugal,Thiyagarajan, Subramanian,Gunanathan, Chidambaram
supporting information, p. 4542 - 4545 (2019/04/26)
Direct one-pot synthesis of ketazines from secondary alcohols and hydrazine hydrate catalyzed by a ruthenium pincer complex is reported, which proceeds through O-H bond activation of secondary alcohols via amine-amide metal-ligand cooperation in the catalyst. Remarkably, liberated molecular hydrogen and water are the only byproducts.
Metal-free and fecl3-catalyzed synthesis of azines and 3,5-diphenyl-1H-pyrazole from hydrazones and/or ketones monitored by high resolution ESI+-MS
Lasri, Jamal,Ismail, Ali I.
, p. 362 - 373 (2019/05/21)
9-Fluorenone azine 2a or benzophenone azine 2b have been synthesized, respectively, by treatment of 9-fluorenone hydrazone la or benzophenone hydrazone lb with FeCl3 Lewis acid catalyst in CHCb. Treatment of la and lb with FeCb affords the asymmetrical azine l-(diphenylmethylene)-2-(9H-fluoren-9-ylidene)hydrazine 2c. l,3-Diphenyl-2-propenone 3 reacts with hydrazine to produce l-((E)-l,3-diphenylallylidene)hydrazine 3a. Under prolonged heating, 3a undergoes a cyclization to yield 3,5-diphenyl-lH-pyrazoIe 4. Chalcone 3 reacts with la or lb to produce a mixture of 4 and 2a or 4 and 2b, respectively. The reaction of cyclohexanone 5 with hydrazine leads to the formation of 1,2-dicyclohexylidene hydrazine 6. Ketone 5 reacts with la or lb to give the asymmetrical azine product 6a or 6b, respectively. The progress of the reactions has been monitored by electrospray ionization mass spectrometry (ESI-MS), and the compounds have been characterized by elemental analyses, IR,1H,13C and DEPT-135 NMR spectroscopy and also by high resolution ESI+-MS.
A nanosized aluminoborate (PKU-5) with Cr-centered octahedral framework: Solid-phase synthesis, characterizations and catalytic ammoximation of cyclohexanone to cyclohexanone azine
Zhang, Fenhua,Wang, Weilu,Hu, Shixiang,Ma, Xiaotong,Gao, Wenliang,Cong, Rihong,Yang, Tao
, p. 60 - 68 (2016/12/22)
Octahedron-based redox molecular sieves Cr-PKU-5 were synthesized by a two-step template annealing method and used as catalysts for the liquid-phase ammoximation of cyclohexanone. PKU-5 (Al4B6O15) is a novel anhydrous aluminoborate, but difficult to be synthesized due to the severe demands of preparation procedures. Interestingly, Cr-stabilized PKU-5 can be facilely prepared with nano-scaled distribution and large BET surface area by annealing Cr-doped PKU-1 precursors at high temperature. Le Bail fitting of powder XRD patterns demonstrated large amounts of Cr3+ has been incorporated into the framework of PKU-5. Much different with TS-1 redox molecular sieve, Cr-PKU-5 was favorable to produce ketazine in the liquid-phase ammoximation of ketone, rather than oxime. Based on the discussion about reaction pathway, a probable reaction mechanism was proposed to interpret the critical role of Cr-PKU-5 in such a complex multi-step reaction.
Azines from one-pot reaction of thiosemicarbazones
Aly, Ashraf A.,Hassan, Alaa A.,Brown, Alan B.,Ibrahim, Mahmoud A. A.,Abdal-Latif, El-Shimaa S. M.
, p. 11 - 17 (2018/12/14)
Thermolysis and/or microwave irradiation of thiosemicarbazones gave the corresponding isothiocyanates, which on addition of either activated nitriles or aldehydes furnished various types of azines. The mechanism was discussed. The structures of products were proved by MS, IR, NMR, and elemental analyses (Image presented).
Rapid, chemoselective and facile synthesis of azines by hydrazine/I2
Nanjundaswamy,Pasha
, p. 3417 - 3420 (2008/02/13)
We report the reaction of hydrazine hydrate with carbonyl compounds in the presence of molecular iodine at 0-10°C, which affords symmetrical azines in excellent yields in 1 to 4 min without any adverse effect on other substituents. The reactions are rapid and chemoselective, afford excellent yields, and have high-purity products. The workup procedure is environmentally benign and does not require solvent extraction. Copyright Taylor & Francis Group, LLC.
Selective protection of carbonyl compounds as azines and their facile regeneration
Nanjundaswamy,Pasha
, p. 3161 - 3165 (2007/10/03)
Carbonyl compounds with freshly prepared hydrazinium formate successfully yielded the corresponding azines in excellent yields. In turn, azines were deprotected to the corresponding carbonyls using triethylammonium chlorochromate chemoselectively. Copyright Taylor & Francis Group, LLC.
Criss-cross cycloadditions on ketazines derived from alicyclic ketones
Verner, Jiri,Potacek, Milan
, p. 34 - 42 (2007/10/03)
The reactivity of alicyclic ketazines in criss-cross cycloadditions was investigated. They react with potassium cyanate and ammonium thiocyanate in the presence of acetic acid to form spirocyclic perhydro[1,2,4]triazolo[1,2-a][1,2, 4]triazole-1,5-diones a
Process for producing azine compounds and oxime compounds
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Page/Page column 13, (2008/06/13)
A process comprising allowing a peroxide compound represented by following Formula (2): 1wherein Ra, Rb, Rc and Rd are the same or different and are each a hydrogen atom or a hydrocarbon group, and wherein Ra and Rb, Rc and Rd may be combined to form a ring together with the adjacent carbon atom, respectively, to react with ammonia and water to yield an azine compound represented by following Formula (3): 2wherein Ra, Rb, Rc and Rd have the same meanings as defined above, or oxime compounds represented by following Formulae (4a) and/or (4b): 3wherein Ra, Rb, Rc and Rd have the same meanings as defined above, in the presence of a nitrogen-containing cyclic compound constitutively having a skeleton represented by following Formula (A) in its ring: 4wherein X is one of an oxygen atom and an —OR group, and wherein R is one of a hydrogen atom and a hydroxyl-protecting group. This process can produce an oxime compound or an azine compound useful as a material for oxime compounds from low-cost materials by easy and simple procedures.
A convenient synthesis of azines under solvent-free conditions using microwave irradiation
Khouzani-Loghmani, Hossein,Sadeghi, Majid M. M.,Safari, Javad,Abdorrezaie, Mohammad S.,Jafarpisheh, Masood
, p. 80 - 81 (2007/10/03)
In an extremely fast method the reaction of hydrazine sulfate with a number of aldehydes and ketones, is accelerated by microwave irradiation under solvent free conditions in the presence of CH2CO2Na/CaCl2 to afford high yields of relevant azines.
