An efficient,multicomponent, green protocol to access 4, 7-dihydrotetrazolo [1, 5-a] pyrimidines and 5,6,7,9-tetrahydrotetrazolo[5,1-b]quinazolin-8(4H)-ones using PEG-400 under microwave irradiation |
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Authors: | Shaik Firoj Basha Tangella Nagendra Prasad Veera Babu Gudise Vadiga Shanthi Kumar Naveen Mulakayala |
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Institution: | Division of Chemistry, Department of Sciences and Humanities, Vignan’s Foundation for Science, Technology and Research – VFSTR (Deemed to be University), Guntur, India |
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Abstract: | AbstractA facile one-pot synthesis of ethyl 5-methyl-4,7-dihydrotetrazolo1,5-a]pyrimidine, 5-tert-butyl-4,7-dihydrotetrazolo1,5-a]pyrimidine, 6,6-dimethyl-5,6,7,9-tetrahydrotetrazolo5,1-b]quinazolin-8(4H)-one and 5,6,7,9-tetrahydrotetrazolo5,1-b]quinazolin-8(4H)-one derivatives were described via a three-component reaction of aldehyde, 5-aminotetrazole and diketones in PEG-400 under microwave irradiation at 110?°C for 30?min. A wide range of diketones such as ethylacetoacetate, tert-butyl acetoacetate, 5,5-dimethylcyclohexane-1,3-dione and 1,3-cyclohexanedione were utilized to carry out the synthesis of different dihydrotetrazolo1,5-a]pyrimidines and tetrahydrotetrazolo1,5-a]quinazolinones. This method has the advantage of green protocol, operational simplicity, high yields, recyclability of the solvent and involves isolation of the final product without column purification. The scope of this reaction tolerates with aromatic, heteroaromatic and alicyclic aldehydes. |
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Keywords: | 5-Aminotetrazole microwave irradiation multicomponent reactions tetrazole [1 5-a] pyrimidine tetrahydrotetrazolo[5 1-b]quinazolin |
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