1403659-44-8Relevant articles and documents
Photophysical properties of 2,3-dihydroquinazolin-4(1H)-one derivatives
Cabrera-Rivera, Fanny A.,Escalante, Jaime,Morales-Rojas, Hugo,Zigler, David F.,Schmidt, Robert D.,Jarocha, Lauren E.,Forbes, Malcolm D.E.
, p. 31 - 37 (2014)
2,3-Dihydroquinazolin-4(1H)-one (DHQ) derivatives were synthesized by treatment of isatoic anhydride with amines and subsequent cyclocondensation with aldehydes or ketones. The derivatives were characterized by 1H and 13C NMR, elemental analysis and HRMS. Absorption and emission spectra of DHQ derivatives were recorded in different solvents (hexadecane, benzene, chloroform, methanol and acetonitrile). Both the absorption and the emission maxima are solvent-dependent and red-shifted. Molar extinction coefficients were determined to be 2364-4820 M-1 cm-1. The Stokes shifts of the compounds are large and increase with solvent polarity. This feature and the bathochromic effect shown for the absorption and emission processes indicate that the dipole moment of these fluorescent molecules is higher in the excited state than in the ground state. The fluorescence quantum yield and lifetime were obtained in different solvents for DHQ 4.
Photophysical properties of 2,3-dihydroquinazolin-4(1H)-one derivatives
Cabrera-Rivera, Fanny A.,Escalante, Jaime,Morales-Rojas, Hugo,Zigler, David F.,Schmidt, Robert D.,Jarocha, Lauren E.,Forbes, Malcolm D.E.
, p. 31 - 37 (2015/02/19)
2,3-Dihydroquinazolin-4(1H)-one (DHQ) derivatives were synthesized by treatment of isatoic anhydride with amines and subsequent cyclocondensation with aldehydes or ketones. The derivatives were characterized by 1H and 13C NMR, elemental analysis and HRMS. Absorption and emission spectra of DHQ derivatives were recorded in different solvents (hexadecane, benzene, chloroform, methanol and acetonitrile). Both the absorption and the emission maxima are solvent-dependent and red-shifted. Molar extinction coefficients were determined to be 2364-4820 M-1 cm-1. The Stokes shifts of the compounds are large and increase with solvent polarity. This feature and the bathochromic effect shown for the absorption and emission processes indicate that the dipole moment of these fluorescent molecules is higher in the excited state than in the ground state. The fluorescence quantum yield and lifetime were obtained in different solvents for DHQ 4.
Direct halogenation reactions in 2,3-dihydro-4(1H)-quinazolinones
Cabrera-Rivera, Fanny A.,Ortiz-Nava, Claudia,Roman-Bravo, Perla,Escalante, Jaime,Leyva, Marco A.
, p. 2173 - 2195,23 (2020/08/31)
Reaction of 2,3-dihydro-4(1H)-quinazolinones with NBS, Br 2/Et3N and NCS yields 6,8-Br/Cl-2,3-dihydro-4(1H)- quinazolinones with moderate to good yield. The method does not require a catalyst and offers extremely short reaction time.