Synthesis, some transformations and antibacterial activity of 5H-spiro[benzo[h][1,2,4]triazolo[3,4-b]quinazoline6,1′-cycloheptane]-7(11H)-ones

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Resumo

Condensation of 2-thioxo-2,3-dihydro-1 H -spiro[benzo[ h ]quinazoline-5,1′-cycloheptane]-4(6 H )-one with hydrazine hydrate afforded 2-hydrazinyl-3 H -spiro[benzo[ h ]quinazoline-5,1′-cycloheptane]-4(6 H )-one. The reaction of the latter with orthoformic acid ethyl ester or carbon disulfide yielded 5 H -spiro[benzo[ h ][1,2,4]triazolo[3,4- b ]quinazoline-6,1′-cycloheptane]-7(11 H )-one and 9-mercapto-5 H -spiro[benzo[ h ][1,2,4]triazolo[3,4- b ] quinazoline-6,1 ‘-cycloheptane]-7(11 H )-one, respectively. Alkylation of the latter with methyl and ethyl iodides, allyl bromide, and benzyl chloride gave 9-sulfanyl-substituted 5 H -spiro[benzo[ h ][1,2,4]triazolo[3,4- b ]quinazoline-6,1′-cycloheptane]-7(11 H )-ones. The synthesized compounds exhibited antibacterial properties.

Sobre autores

A. Markosyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: ashot@mаrkosyan.am

A. Ayvazyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

S. Gabrielyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

S. Mamyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

A. Ayvazyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

H. Arakelyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

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