2H-1,4-Benzoxazin-3(4H)-one

Chemical Properties

white to almost white crystalline powder

Uses

2H-1,4-Benzoxazin-3-one is used to prepare benzoxazinone/benzothiazinone analogs of fluconazole with antifungal and anti-Candida activities. It is used to synthesize 1,4-benzoxazine derivatives with vasorelaxant activities.

Synthesis Reference(s)

Synthesis, p. 851, 1984 DOI: 10.1055/s-1984-30993

General Description

2H-1,4-Benzoxazin-3(4H)-one, a benzoxazine derivative, is a heterocyclic building block for various natural and synthetic organic compounds. It has been reported as an intermediate during the biogenesis of cyclic hydoxamic acids in maize. Its standard molar enthalpy of formation and tautomerization energy of its tautomers has been evaluated by calorimetric and computational methods. It has been synthesized by reacting o-aminophenol with chloroacetyl chloride in the presence of butanone and aqueous NaHCO₃.