62062-75-3Relevant academic research and scientific papers
Nitrogen Bridgehead Compounds. Part 35. Structures of α-Formyl-2,3-polymethylene-3,4-dihydroquinazolin-4-ones
Horvath, Agnes,Hermecz, Istvan,Pongor-Csakvari, Marianna,Meszaros, Zoltan,Koekoesi, Jozsef,et al.
, p. 219 - 224 (2007/10/02)
The structures of the title compounds bearing a five-, six- or seven-membered A ring have been investigated by uv and 1H and 13C nmr spectroscopy.The imine-enol-enamine (I-II-III) tautomerism of these compounds depends greatly on the ring size.A significant solvent-dependence is observed only for the five-membered-ring compounds 1 and 2, which in ethanolic solution exist predominantly in the imine form I, and in chloroform solution in the enol form II.The compounds with a six-membered A ring, 3 and 4, are mainly in the enamine form III.On protonation, 3 and 4 change into the E and Z isomeric mixture of the enol tautomer II.The seven-membered-ring compound 5 is a mixture of the imine I and the enamine III tautomers.
Some reactions of α-hydroxymethylene- and α-dimethylaminomethylene-2,3-polymethylene-3,4-dihydroquinazolin-4-ones
Oripov,Yun,Shakhidoyatov,Kadyrov
, p. 518 - 523 (2007/10/04)
By the reaction of α-hydroxymethylene- and α-dimethylaminomethylene-2,3-polymethylene-3,4-dihydroquinazolin-4-ones with acid anhydrides and primary and secondary amines, the corresponding α-acyloxymethylene- and α-mono(di)-substituted aminomethylene-2,3-polymethylene-3,4-dihydroquinazolin-4-ones have been synthesized. The addition of hydrocyanic acid (from acetone cyanohydrin) to the double bond of the methylene group of the α-hydroxymethylene- and α-dimethylaminomethylene-2,3-trimethylene-3,4-dihydroquinazolin-4-ones has led to α-[cyano-(hydroxy)methyl1]- and α-[cyano(dimethylamino)methyl]-2,3-trimethylene-3,4-dihydroquinazolin-4-ones.
