121583-05-9Relevant academic research and scientific papers
Reactions of some Quinazoline Compounds with Ethoxymethylenemalonic Acid Derivatives
Deady, Leslie W.,Mackay, Maureen F.,Werden, Dianne M.
, p. 161 - 168 (2007/10/02)
The reactions of ethyl (1,4-dihydro-4-oxoquinazolin-2-yl)acetate 4 and 2-aminoquinazolin-4(1H)-one 5 with diethyl ethoxymethylenemalonate (EMME), (ethoxymethylene)malononitrile (EMMN) and ethyl (ethoxymethylene)cyanoacetate (EMCA) are reported, and rather different resuls are obtained to those previously found with quinoline analogs.Reaction of 4 with EMME gives a pyridoquinazoline, while with EMMN and EMCA ethyl 2-(pyridin-2-yl)aminobenzoates are formed, presumably by ring-opening of intermediate pyridoquinazolines.Reaction of 5 with EMME likewise results in ultimate cyclization onto N-1 of the quinazoline, while the EMMN and EMCA reactions give isolable pyrimidoquinazolines.These are readily cleaved under mild conditions.
