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Synthesis and Antioxidant Activity of Ethyl 2-Amino-6-cyano-6-phenyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylates and 3-Amino-4-oxo-7-phenyl-3,4,5,6,7,8-hexahydrobenzo[4,5]thieno[2,3-d]pyrimidine-7-carbonitriles

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Abstract

Gewald reaction of 4-oxo-1-phenylcyclohexane-1-carbonitrile with ethyl cyanoacetate and elemental sulfur in the presence of diethylamine afforded ethyl 2-amino-6-cyano-6-phenyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate which was treated with a series of acid chlorides to obtain the corresponding 2-amido derivatives. Condensation of the latter with hydrazine hydrate gave new fused benzothienopyrimidines. The synthesized compounds were screened for antioxidant activity.

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Correspondence to A. A. Aghekyan.

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Aghekyan, A.A., Mkryan, G.G., Panosyan, H.A. et al. Synthesis and Antioxidant Activity of Ethyl 2-Amino-6-cyano-6-phenyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylates and 3-Amino-4-oxo-7-phenyl-3,4,5,6,7,8-hexahydrobenzo[4,5]thieno[2,3-d]pyrimidine-7-carbonitriles. Russ J Org Chem 56, 440–445 (2020). https://doi.org/10.1134/S1070428020030124

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