2010
DOI: 10.1080/00397910903064831
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Synthesis of 2,3-Dihydroquinazoline-4(1H)-ones

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Cited by 90 publications
(38 citation statements)
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“…NMR spectra were obtained with a Fourier transform NMR Bruker AV-500 spectrometer in DMSO-d 6 , with shifts measured relative to tetramethylsilane; coupling constants (J) were measured in Hz. Melting points were determined with an Electrothermal 9100.…”
Section: Experimental Materials and Methodsmentioning
confidence: 99%
“…NMR spectra were obtained with a Fourier transform NMR Bruker AV-500 spectrometer in DMSO-d 6 , with shifts measured relative to tetramethylsilane; coupling constants (J) were measured in Hz. Melting points were determined with an Electrothermal 9100.…”
Section: Experimental Materials and Methodsmentioning
confidence: 99%
“…According to observation of evolution in the reaction conditions and also other reported mechanism in the literature, 18 interaction of SiO 2 -FeCl 3 as catalyst and isatoic anhydride to produce a reactive intermediate (I). The N-nucleophilic primary amine attacks on the carbonyl unit of I to produce a reactive intermediate II, which in turn affords III through decarboxylation reaction.…”
Section: Resultsmentioning
confidence: 96%
“…All known products have been reported previously in the literature and were characterized by comparison of IR and NMR spectra with authentic samples. [2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18] reaction conditions, the scope and efficiency of the reaction were explored for the synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives through direct condensation of aromatic aldehydes (1 mmol), anthranilamide (1 mmol) and SiO 2 -FeCl 3 (0.005 g) as catalyst under solvent-free conditions (Table 3). We can compare results of preparation of 2,3-dihydroquinazolin-4(1H)-one derivatives through the direct cyclocondensation of a) one-pot threecomponent cyclocondensation of isatoic anhydride, ammonium acetate (or primary amines) and aldehydes (Table 2); and b) anthranilamide and aldehydes (Table 3) using silica supported ferric chloride (SiO 2 -FeCl 3 ) as catalyst under solvent-free conditions.…”
Section: Resultsmentioning
confidence: 99%
“…Various synthetic routes are reported for synthesizing quinazolinone derivatives using starting materials like anthranilic acid, benzoxazines, anthranilates and isatoic anhydride (Wang et al, 2003;Abdel-Jalil et al, 2004;Peyman et al, 2006), yet the hunt for a convenient synthetic method is going on to improve the yield and reaction time in the on hand methods (Yi et al, 2003;Potewar et al, 2005). Among all of these, isatoic anhydride has been proved very important precursor for synthesizing 2,3-disubstituted quinazolinones under various reaction conditions (Dabiri et al, 2005;Kumari et al, 2012;Shaterian et al, 2010).…”
Section: Introductionmentioning
confidence: 99%