Volume 15, Issue 35, January - June, 2021

Synthesis of 2-(1Himidazo[4,5-b]pyridin-2-ylimino)-5- arylidenethiazolidin-4-ones,1-(1H-imidazo[4,5- b]pyridin-2-yl)-5-methyl-3-aryl-1,3,5-triazinane-2- thiones and 3-(1H-imidazo[4,5-b]pyridin-2-yl)-5-aryl1,3,5-oxadiazinane-4-thiones

Dayakar G¹, Jeyanthi A², Kalyani T¹

¹Department of Chemistry, Kakatiya University, Warangal-506 009, A.P, India
²Department of Chemistry, Satavahana University, Karimnagar-505 001, A.P, India

ABSTRACT

1H-imidazo[4,5-b]pyridin-2-amine (1) reacts with ammoniumthiocyanide to form 1-(1H-imidazo[4,5-b]pyridin-2-yl)thiourea (2), which on reaction with chloroacetic acid gives 2-(1H-imidazo[4,5-b]pyridin-2-ylimino)thiazolidin-4- one (3). Compound 3 on condensation gives 2-(1H-imidazo[4,5-b]pyridin-2- ylimino)-5-arylidenethiazolidin-4-ones (4a-e). Further 1H-imidazo[4,5- b]pyridin-2-amine (1) reacts with aromatic isothiocyanates to form compound 5 which is cyclized to 1-(1H-imidazo[4,5-b]pyridin-2-yl)-5-methyl-3-aryl-1,3,5- triazinane-2-thiones (6a-e) and 3-(1H-imidazo[4,5-b]pyridin-2-yl)-5-aryl-1,3,5- oxadiazinane-4-thiones (7a-e).

Keywords: Synthesis; Thiones; Heterocycles

Drug Discovery, 2021, 15(35), 116-121

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