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Mass spectra of 2,3-polymethylene-3,4-dihydroquinazolin-4-ones with substituents at C9

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Summary

The main fragments in the mass spectra of the 2,3-polymethylene-3,4-dihydroquinazolin-4-one with six- and seven-membered alicyclic rings are formed by the decomposition of ring C through the stage of the cleavage of the C9-C10 bond, while the compound with a five-membered ring ejects a hydrogen atom.

A hydroxy group at C9 initiates the appearance of fragments due to the initial cleavage of the C2-C9 bond. In the spectra of the halogen and acetoxy derivatives the fragmentation of the alicyclic ring is suppressed and the main fragmentation pathway is the splitting out of the substituent. The hypothesis of the protonation of the N1 nitrogen atom has been adopted to explain the stability of a number of the ions.

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Literature cited

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Authors
  1. V. N. Plugar'
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  2. Ya. V. Rashkes
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  3. Kh. M. Shakhidoyatov
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Additional information

Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 180–187, March–April, 1979.

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Plugar', V.N., Rashkes, Y.V. & Shakhidoyatov, K.M. Mass spectra of 2,3-polymethylene-3,4-dihydroquinazolin-4-ones with substituents at C9 . Chem Nat Compd 15, 152–157 (1979). https://doi.org/10.1007/BF00570787

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  • DOI: https://doi.org/10.1007/BF00570787

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