Green and Efficient One-Pot Synthesis of 9-(1H-Indol-2-yl)-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-ones

被引:1
|
作者
Prakash, P. S. [1 ,2 ]
Madhubabu, M. V. [1 ]
Arunkumar, T. [3 ]
Jaganmohan, C. [4 ]
Rao, B. Venkateswara [5 ]
Raghunadh, A. [1 ]
机构
[1] API Plant, Dr Reddys Labs Ltd, Bollaram 3, Hyderabad 500049, Andhra Prades, India
[2] Andhra Univ, Dept Organ Chem & Chem Foods Drugs & Water Anal, Visakhapatnam 500017, India
[3] Mylan Labs Ltd, FDS, R&D Ctr, Ind Estate, Hyderabad 502325, India
[4] MSN Labs Pvt Ltd, R&D Ctr, Hyderabad 502307, India
[5] Andhra Univ, UA Coll Engn, Visakhapatnam 530003, India
关键词
one-pot reaction; green synthesis; indole conjugated tetrazolo and quinazolines; DERIVATIVES;
D O I
10.1134/S107036322317005X
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The indole-conjugated tetrazolo and quinazoline scaffolds play a pivotal role in the composition of various novel chemical compounds renowned for their medicinal activity. The synthesis involved the treatment of 1H-indole-2-carbaldehyde, 1H-tetrazol-5-amine, and cyclohexane-1,3-diones with [BMIM][OH] serving as a green reaction medium at 70-75(degrees)C for 40-60 min. This process yielded 9-(1H-indol-2-yl)-5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-ones with an impressive 80-85% yield, and the structural elucidation was accomplished through NMR and Mass spectrometry analyses. Noteworthy advantages of this synthetic approach include its high yields, straightforward protocol, environmental friendliness, concise reaction times, and mild reaction conditions. The utilization of a catalytically active ionic liquid as the reaction medium eliminates the necessity for an additional catalyst and solvent, enhancing the efficiency and sustainability of the overall synthetic procedure.
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页码:S885 / S892
页数:8
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