Mass Spectra of 3-Alkoxycarbonylmethylene-2(1H)-quinoxalinones and -2H-1, 4-benzoxazin-2-ones

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  • Mass Spectra of 3 Alkoxycarbonylmethyle

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Mass spectra of 3-alkoxycarbonylmethylene-2(1H)-quinoxalinones(I∼IV)and 3-alko-xycarbonylmethylene-2H-1, 4-benzoxazin 2-ones(VII and VIII)are examined . Most of thesecompounds are shown to exist in the enamine form with an internal hydrogen bonding in the crystalline, solution and gaseous states. Especially, the present mass spectral studies gave supports for the structure in the gas phase. 3-(1-Ethoxycarbonylethyl)-2(1H)-quinoxalinone(V) and 3-(2-ethoxycarbonylethyl)-2(1H)-quinoxalinone(VI), however, exist in the imine form, and mass spectral fragmentation pathways are understood as arising from the imine form of the molecular ion(M+). These fragmentations are confirmed by deuterium labeling experiments.

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