Synthesis and properties of new derivatives of 3-benzylspiro[benzo[h]quinazoline-5,1'-cycloheptane]-4(6H)-one

Condensation of 3-benzyl-2-thioxo-2,3-dihydro-1H-spiro[benzo[h]quinazoline-5,1'-cycloheptane]-4(6H)-one with 5,5-dialkyl-2-chloromethylbenzo[h]quinazolines were used to synthesize dibenzo[h]quinazoline compounds in which spiro[benzo[h]quinazoline-5,1'-cycloheptane] in the second position is linked via a -SCH₂- linker to another benzo[h]quinazoline molecule. The specified 2-thioxobenzo[h]quinazoline, under similar conditions, upon reaction with methylene iodide, forms 2,2'-[(methylenebis(sulfandiyl)]bis{3-benzyl-3H-spiro[benzo[h]quinazoline-5,1'-cycloheptane]}-4(6H)-one. A transition was made from the starting benzo[h]quinazoline to the 2-hydrazinoderivative, which is cleaved in the presence of caustic potash to form 3-benzyl-3H-spiro[benzo[h]quinazoline-5,1'-cycloheptane]-4(6H)-one. Based on the 2-hydrazino derivative, hydrazone, thiosemicarbazide, and 4-benzyl-4H-spiro[benzo[h][1,2,4]triazolo[4,3-a]quinazoline-6,1'-cycloheptanones] have been synthesized. Condensation of 4-benzyl-1-mercapto-4H-spiro[benzo[h][1,2,4]triazolo[4,3-a]quinazoline-6,1'-cycloheptane]-5(7H)-one with alkyl halides 1-sulfanyl-substituted triazolobenzo[h]quinazoline derivatives of various structures were obtained. The antibacterial properties of the synthesized compounds were studied.

spiro, dibenzo[h]quinazoline, hydrazinecompound, hydrazone, thiosemicarbazide, [1,2,4]triazolo[4,3-a]quinazoline, antibacterial activity