139030-29-8Relevant articles and documents
An expeditious synthetic approach towards the synthesis of Bis-Schiff bases (aldazines) using ultrasound
Khan, Khalid M.,Jamil, Waqas,Ambreen, Nida,Taha, Muhammad,Perveen, Shahnaz,Morales, Guillermo A.
, p. 1200 - 1205 (2014)
Aldazines (Bis-Schiff bases) 1-24 were synthesized using aromatic aldehydes (heterocyclic and benzaldehydes) and hydrazine hydrate under reflux using conventional heating and/or via ultrasound irradiation using BiCl3 as catalyst. Ultrasonication conditions with cat. BiCl3 proved to be an effective, environmentally friendly synthetic procedure. This methodology is robust in the presence of electron donating and electron withdrawing groups affording desired products with high yields (>95%) in just a couple of minutes vs. hours using conventional heating.
C[sbnd]N bond formation in alicyclic and heterocyclic compounds by amine-modified nanoclay
Zarnegar, Zohre,Alizadeh, Roghayeh,Ahmadzadeh, Majid,Safari, Javad
, p. 58 - 65 (2017)
In the current protocol, amine functionalized montmorillonite K10 nanoclay (NH2-MMT) was applied to catalyze the formation of C[sbnd]N bonds in the synthesis of azines and 2-aminothiazoles at room temperature. In comparison with the current methods of C[sbnd]N bond formation, this approach displays specific advantages include atom economy, clean conversion, design for energy efficiency, the use of nontoxic and heterogeneous catalyst, higher purity and yields, safer solvent and reagents for this organic transformation.
Thermolysis of semicarbazones to the corresponding azines through reactive N-substituted isocyanate intermediates
Shah,Chudgar
, p. 657 - 664 (2000)
Thermolysis of semicarbazones (I) to azines (II) occurs through reactive N-substituted isocyanate intermediates (Ia) which can be converted in situ to carbamates and N-substituted ureas.
-
Appel,Siegemund
, p. 183,189 (1968)
-
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.
Non-Pincer-Type Arene Ru(II) Catalysts for the Direct Synthesis of Azines from Alcohols and Hydrazine under Aerobic Conditions
Saranya, Sundar,Ramesh, Rengan,Sémeril, David
, p. 3194 - 3201 (2020/09/15)
We report a tandem approach to synthesize symmetrical azines from alcohols and hydrazine hydrate catalyzed by synthesized arene Ru(II) complexes of aroylthiourea ligand. Notably, the catalytic efficiencies of six- and four-membered N,S-chelate ruthenium c
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.
