UV-light intervened synthesis of imidazo fused quinazoline and its solvatochromism, antioxidant, antifungal and luminescence properties

Abstract

The photochemical preparation of benzo[4,5]imidazo[2,1-b]quinazoline was assessed under the illumination of UV wavelength (>360 nm). The compound 3,4-dihydronaphthalen-1(2H)-one 1 with 1H-benzo[d]imidazol-2-amine 2 in the existence of KOH/DMF which lead to the aromatized compound 3. The notable remark of this reaction is that the UV irradiation (312 nm) plays a vital part in the formation of compound, 3 in shorter duration (2 h) which resulted in higher yield of 96%. Compound 3 was analyzed by H¹, C¹³ NMR, and HRMS. Solvatochromism impacts of the compound 3 was computed with different solvents (DCM < methanol< DMF < DMSO). The compound, 3 was presented to in-vitro free radical screening strategy. The standard ascorbic acid has less IC₅₀ value - than compound 3. Further, it was subjected to in-vitro fungicidal action against two Aspergillus species (A. flavus & niger). The anti-fungal activity of compound 3 additionally demonstrated great action, when compared antifungal specialist Fluconazole.

Keywords: Anti-fungal; Antioxidant; DPPH; H(2)O(2); Imidazo[2,1-b]quinazoline; Solvatochromism; UV radiation.