scholarly journals Microwave-assisted efficient one-pot synthesis of N 2-(tetrazol-5-yl)-6-aryl/heteroaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines

2020 ◽  
Vol 16 ◽  
pp. 1706-1712
Author(s):  
Moustafa Sherief Moustafa ◽  
Ramadan Ahmed Mekheimer ◽  
Saleh Mohammed Al-Mousawi ◽  
Mohamed Abd-Elmonem ◽  
Hesham El-Zorba ◽  
...  

An efficient one-pot synthesis of N 2-(tetrazol-5-yl)-6-aryl/heteroaryl-1,3,5-triazine-2,4-diamine derivatives was developed by reacting 5-amino-1,2,3,4-tetrazole with aromatic aldehydes and cyanamide in pyridine under controlled microwave heating with high yields. X-ray crystallography confirmed the structure of the obtained products.

2020 ◽  
Author(s):  
Moustafa Moustafa ◽  
Ramadan Mekheimer ◽  
Saleh Al-Mousawi ◽  
Mohamed Abd-Elmonem ◽  
Hesham El-Zorba ◽  
...  

An efficient one-pot synthesis of N 2-(tetrazol-5-yl)-6-aryl/heteroaryl-1,3,5-triazine-2,4-diamine derivatives was developed by reacting 5-amino-1,2,3,4-tetrazole with aromatic aldehydes and cyanamide in pyridine under controlled microwave heating with high yields. X-ray crystallography confirmed the structure of obtained products.  


Synthesis ◽  
2021 ◽  
Author(s):  
Muhammad Syafiq Bin Shahari ◽  
Ahmad Junaid ◽  
Edward R. T. Tiekink ◽  
Anton V. Dolzhenko

A new method for the fast synthesis of diverse 4-aryl-6-cycloamino-1,3,5-triazin-2-amines was developed. The synthesis is performed under microwave irradiation in a one-pot manner from cyanoguanidine, aromatic aldehydes, and cyclic amines. Their three-component reaction in the presence of hydrochloric acid produced dihydrotriazines, which were then converted (without isolation) to the targeted compounds via aromatic dehydrogenation in the presence of alkali. The reaction tolerated various aromatic aldehydes (including heterocyclic) and cyclic amines. Crystal structures of two representative 4-aryl-6-morpholino-1,3,5-triazin-2-amines were established by X-ray crystallography. The results of preliminary biological screening identified potent antileukemic activity for 6-(3,4-dihydroisoquinolin-2(1<i>H</i>)-yl)-4-phenyl-1,3,5-triazin-2-amine.


2016 ◽  
Vol 69 (9) ◽  
pp. 1049 ◽  
Author(s):  
Sudesh Kumari ◽  
M. Rajeswari ◽  
Jitender M. Khurana

A multicomponent reaction capable of affording a wide range of novel 7,11-dihydro-6H-chromeno[3,4-e]isoxazolo[5,4-b]pyridin-6-one derivatives via one-pot three-component condensation of 4-hydroxycoumarin, aromatic aldehydes, and 5-amino-3-methylisoxazole in ionic liquid 1-butyl-3-methylimidazolium hydrogen sulfate ([C4mim][HSO4]) is reported. Structures have been confirmed by spectral and X-ray studies. Crystal packing of 4b has also been reported. Green solvent, short reaction time, easy workup, and high yields are the salient features of the present protocol.


2014 ◽  
Vol 92 (7) ◽  
pp. 659-664 ◽  
Author(s):  
M. Saeed Abaee ◽  
Elahe Akbarzadeh ◽  
Abbas Shockravi ◽  
Mohammad M. Mojtahedi ◽  
Hamid Reza Khavasi

A facile procedure is developed for the three-component Mannich reactions of several heterocyclic, homocyclic, and acyclic ketones by using catalytic quantities of nano ZrO2. As a result, the starting ketones undergo rapid reactions with a variety of aromatic aldehydes and aniline derivatives at room temperature to produce stereoselectively high yields of the corresponding anti β-amino ketones. Interestingly, the catalyst could be recycled for several runs in a row without significant loss of its activity. The structure of the products was assigned based on their spectroscopic data and the anti stereoselectivity was confirmed by X-ray crystallography.


2008 ◽  
Vol 2008 ◽  
pp. 1-4
Author(s):  
Tangali R. Ravikumar Naik ◽  
Halehatty S. Bhojya Naik ◽  
Halehatty R. Prakasha Naik ◽  
P. J. Bindu

A novel and efficient three-component one-pot synthesis of benzo[b]1,8-naphthyridines by 2-amino-4-methylquinoline, aromatic aldehydes, and malononitrile was done. The reaction was catalyzed by an acidic Bismuth(III) chloride, functionalized Bismuth(III) chloride, at room temperature to give various benzo[b]1,8-naphthyridines in high yields. The Bismuth(III) chloride is an environmentally friendly catalyst.


2014 ◽  
Vol 2014 ◽  
pp. 1-8 ◽  
Author(s):  
Sougata Santra ◽  
Matiur Rahman ◽  
Anupam Roy ◽  
Adinath Majee ◽  
Alakananda Hajra

A green and highly efficient method has been developed for the one-pot synthesis of tetrahydrobenzo[b]pyrans via a three-component condensation of aldehydes, 1,3-cyclic diketones, and malononitrile under MW irradiation without using any catalyst and solvent. This transformation presumably occurs by a sequential Knoevenagel condensation, Michael addition, and intramolecular cyclization. Operational simplicity, solvent and catalyst-free conditions, the compatibility with various functional groups, nonchromatographic purification technique, and high yields are the notable advantages of this procedure.


2006 ◽  
Vol 84 (6) ◽  
pp. 843-853 ◽  
Author(s):  
Amitabh Jha ◽  
Nawal K Paul ◽  
Smriti Trikha ◽  
T Stanley Cameron

A novel two-step procedure involving the formation of 1-arylidene-2-tetralones from 2-tetralone and subsequent Michael addition of a cyclic secondary amine on the alkenone followed by in situ aerial oxidation was developed to produce 2-naphthol Mannich bases. A simple microwave-assisted one-pot synthesis of 2-naphthol Mannich bases was also carried out under solvent-free conditions from 2-naphthol and corresponding aldehydes and amines in the presence of p-toluenesulfonic acid. The compounds of this series displayed interesting NMR behaviour. Extensive variable-temperature NMR investigations, including HSQC experiments, are herein reported. NMR results on the conformation in solution phase were found to be consistent with the X-ray crystal structure in the solid state.Key words: Mannich bases, microwave-assisted Mannich reaction, temperature-variable NMR spectroscopy, NMR dynamics, X-ray crystallography.


RSC Advances ◽  
2020 ◽  
Vol 10 (21) ◽  
pp. 12249-12254 ◽  
Author(s):  
Cristina Campestre ◽  
György Keglevich ◽  
János Kóti ◽  
Luca Scotti ◽  
Carla Gasbarri ◽  
...  

A rapid, one pot, green approach by microwave heating in ethanol provides a new method to obtain active and new potentially active compounds in high yields.


2007 ◽  
Vol 62 (6) ◽  
pp. 829-834 ◽  
Author(s):  
Amir Tofangchi Mahyaria ◽  
Nahid Shajari ◽  
Ali Reza Kazemizadeh ◽  
Katarzyna Ślepokura ◽  
Tadeusz Lis ◽  
...  

A one-pot synthesis of sterically congested N-vinyl imides in fairly high yields by the reaction of ethyl 3-phenyl-2-propynoate, imides and triphenylphosphine is reported. The structures of these compounds were confirmed by IR, 1H, and 13C NMR spectroscopy, and by a single crystal X-ray structure determination. The structural analysis of the products indicated that the reaction is regioand stereoselective


2019 ◽  
Vol 8 (1) ◽  
pp. 297-301 ◽  
Author(s):  
Kamal Usef Sadek ◽  
Afaf Mohamed Abdel-Hameed ◽  
Hisham A. Abdelnabi ◽  
Yasser Meleigy

Abstract A highly efficient multi-component one-pot synthesis of novel 1H-imidazo[1,2-a]imidazole-3-amine and imidazo[2,1-c][1,2,4]triazole-5-amine derivatives has been developed through the reaction of easily available aromatic aldehydes, benzoyl cyanide and either 2-aminoimidazole-4,5-dicarbonitrile or 3-amino-1,2,4-triazole in pyridine under controlled microwave heating. The process is environmentally friendly, is operationally simple, with short reaction time and with high yields.


Sign in / Sign up

Export Citation Format

Share Document