One-pot synthesis of novel fused mesoionic compounds: 1-substituted-5-thioxo-5,6-dihydro-[1,2,4]triazolo[1,5-c]quinazolin-1-ium-2-thiolates

ABSTRACT

Novel 1-substituted-5-thioxo-5,6-dihydro-[1,2,4]triazolo[1,5-c]quinazolin-1-ium-2-thiolates have been obtained by base catalyzed condensation of methyl 2-isothiocyanatobenzoate with thiosemicarbazides. The reaction occurs via intermediate N-(4-oxo-2-thioxo-1,4-dihydroquinazolin-3(2H)-yl)thioureas followed by cyclization with elimination of the oxygen atom as water and the angular product formation. All new synthesized compounds were fully characterized with elemental and spectroscopic analysis.

GRAPHICAL ABSTRACT

KEYWORDS:

• Condensation
• cyclization
• heterocycles
• thiols
• ylides

Disclosure statement

No potential conflict of interest was reported by the author(s).