1003079-10-4Relevant academic research and scientific papers
Flash vacuum pyrolysis (fvp) of some hexahydroquinazolin-4(1H)-ones
Peláez, Walter J.,Szakonyi, Zsolt,Fül?p, Ferenc,Yranzo, Gloria I.
, p. 1049 - 1057 (2008/09/17)
Some cis/trans-2-thioquinazolin-4-ones and their 2,4-dione analogs were subjected to flash vacuum pyrolysis. The cis- and trans-thio compounds reacted at lower temperatures than the cis- and trans-dioxo analogs, showing a lower thermal stability. All of these compounds afforded similar reactions: ring opening to the corresponding iso(thio)cyanate, the loss of H{radical dot} and {radical dot}NCS to form three isomeric cyclohexadienes and then aromatization to form the corresponding benzamide. The cis-dioxo compound also underwent a competitive retro Diels-Alder (RDA) reaction to form 3-phenylpyrimidine-2,4(1H,3H-dione(3-phenyluracil)) and butadiene. Kinetic measurements of the ring opening reaction supported a concerted β-elimination as the most probable mechanism.
