Studies on Benzoheterocyclic Derivatives. XIV. Synthesis of Spiro[cycloalkane-1', 2(1H)quinazolin]-4(3H)-ones and the Related Compounds

A series of 1- or 3-substituted spiro[cycloalkane-1', 2(1H)quinazolin]4(3H)-ones and the related compounds were synthesized for pharmacological testing. They could be prepared via anthranilic acid N-substituted amides or N-substituted anthranilamides with appropriate ketones, but attempts for introduction of the substituents at 1 or 3 position of spiro[cyclohexane-1', 2(1H)quinazolin]-4(3H)-one were failed. Mass fragmentation pathways are described for the several representative compounds briefly.