期刊
SYNTHESIS-STUTTGART
卷 53, 期 14, 页码 2457-2468出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/a-1401-2795
关键词
triazines; multicomponent reactions; microwave-assisted synthesis; dehydrogenative aromatization; antiproliferative activity
资金
- Ministry of Higher Education, Malaysia [FRGS/1/2020/STG04/MUSM/02/2]
- School of Pharmacy, Monash University Malaysia
- Sunway University Sdn Bhd [STR-RCTR-RCCM-001-2019]
A new method for the fast synthesis of diverse 4-aryl-6-cycloamino-1,3,5-triazin-2-amines was developed using microwave irradiation in a one-pot manner. The targeted compounds showed potent antileukemic activity, indicating the potential biological activity of this method.
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 amities. 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(1H)-yl]-4- phenyl-1,3,5-triazin-2-amine.
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