43153-40-8Relevant academic research and scientific papers
A New One-Pot Three-Component Synthesis of 4-Aryl-6-cycloamino-1,3,5-triazin-2-amines under Microwave Irradiation
Bin Shahari, Muhammad Syafiq,Junaid, Ahmad,Tiekink, Edward R. T.,Dolzhenko, Anton V.
, p. 2457 - 2468 (2021/03/18)
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) into 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 H)-yl]-4-phenyl-1,3,5-triazin-2-amine.
Regioselective synthesis of imidazo[1,2-a][1,3,5]triazines and 3,4-dihydroimidazo[1,2-a][1,3,5]triazines from [1,3,5]triazin-2,4-diamines
Dao, Pascal,Garbay, Christiane,Chen, Huixiong
, p. 3867 - 3871 (2013/07/05)
An efficient and practical procedure was developed to prepare novel imidazo[1,2-a][1,3,5]triazines and 3,4-dihydroimidazo[1,2-a][1,3,5]triazines with a good regioselectivity and high yields, starting from dicyandiamide and the corresponding arylamines. Mechanistic studies for the subsequent cyclocondensation with chloroacetaldehyde support a pathway, which begins with the displacement of the chloro atom activated by an adjacent CO group, followed by cyclization and dehydration.
