Abstract
6-Amino-2-thioxo-1,2,3,4-tetrahydropyrimidin-4-one 1 reacted with a mixture of formaldehyde and indane-1,3-dione 7 in one-pot synthesis to yield the tetracyclic system 11a. On the other hand, the dihydro derivatives 10b-f were isolated when a mixture of 1 and 7 reacted with aromatic aldehydes. Compounds 11 reacted with hydrazonoyl chlorides 5 to yield the title compounds 12. The proposed structures of the newly synthesized compounds are based on spectral data and are confirmed by alternative method.
Highlights
Multicomponent condensation reactions (MCRs) have recently been discovered to be a powerful method for the synthesis of organic compounds, since the products are formed in a single step and diversity can be achieved by varying each component.[1,2,3]
Due to biological activity of a significant number of compounds containing condensed pyrimidines and our interest in MCRs we wish to report the synthesis of tetra- and pentaheterocycles such as azinopyrimidine ring systems by a one-pot three-components condensation of aldehydes and indane-1,3-dione 7 in presence of 6-amino-2-thioxo-1,2,3,4tetrahydropyrimidin-4-one 1 and 7-amino-1-phenyl-3-substituted-1,2,4-triazolo[4,3-a]pyrimidin5-one 17, respectively
In previous work[9] from our laboratories we have reported that 1 reacted with 2 in acetic acid to yield the tetracyclic product 4. The latter product reacted with hydrazonoyl chlorides 5a,b in chloroform in presence of triethylamine to yield the pentacyclic product 6 (Scheme 1)
Summary
A novel one-pot three-components reaction: synthesis of indeno[2',1':5,6]pyrido[2,3:4'',5'']pyrimido[2'',1''-c]triazole-5,7-. Abstract 6-Amino-2-thioxo-1,2,3,4-tetrahydropyrimidin-4-one 1 reacted with a mixture of formaldehyde and indane-1,3-dione 7 in one-pot synthesis to yield the tetracyclic system 11a. The dihydro derivatives 10b-f were isolated when a mixture of 1 and 7 reacted with aromatic aldehydes. Compounds 11 reacted with hydrazonoyl chlorides 5 to yield the title compounds 12. The proposed structures of the newly synthesized compounds are based on spectral data and are confirmed by alternative method
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