Unusual formation of N-hydroxy-3,3-dimethyl-2,6-diarylpiperidin-4-one and its thiosemicarbazide derivative — synthesis and antimicrobial activity

Synthesis, characterization, x-ray structure and antimicrobial activity of N-(4-chlorophenyl)-2-(pyridin-4- ylcarbonyl) hydrazinecarbothioamide

“…Isoniazid was reacted with p-chlorophenyl isothiocyanate in the presence of absolute ethanol to yield (2). The purity of the compound was checked by elemental analysis and thin layer chromatography (TLC).…”

“…The title compound, N-(4-chlorophenyl)-2-(pyridin-4-ylcarbonyl) hydrazinecarbothioamide (2), was prepared by the reaction of pyridine-4-carbohydrazide (isoniazid) with p-chlorophenyl isothiocyanate in absolute ethanol (99.8 %).…”

“…Thiosemicarbazides and their derivatives display interesting biological activities, including antibacterial [2][3][4][5][6], antifungal [7,8] [18,19]. The titled compound, N-(4-chlorophenyl)-2-(pyridin-4-ylcarbonyl) hydrazinecarbothioamide, has been reported as the most potent anti-Candida agent against Candida albicans ATCC 66027, Candida spp.…”

A Simple and Efficient Grindstone Chemistry Solid-state Reaction Procedure for the Synthesis of Heterocyclic Oximes in Dry Media

“…The dichloromethane layer was dried over anhydrous sodium sulphate and distilled off under reduced pressure to yield the respective 2,6-diarylpiperidin-4-one oximes 15-17. General synthetic procedure for the synthesis of 2,6-diaryltetrahydrothiopyran-4-one oximes in dry media [23][24][25] Appropriate 2,6-diaryltetrahydrothiopyran-4-ones 9-11 (0.001 mol) and hydroxylamine hydrochloride (0.001 mol) were mixed thoroughly with activated fly ash (50mg) in a mortar and pestle. The mixture was grinded briskly for 7-10 min.…”

“…In continuation of our interest in synthesizing pharmacologically important compounds in 'dry media', [21][22][23][24] we wish to report activated fly ash as an efficient catalyst for the synthesis of 3-alkyl-2,6-diarylpiperidin-4-one oximes, 2,6-diaryltetrahydrothiopyran-4-one oximes, and 2,6-diaryltetrahydropyran-4-one oximes using a mortar and pestle in dry media.…”