8-Methyl-4(3H)-quinazolinone

2-Amino-3-methylbenzoic acid (100 g, 0.66 mol), formamidine acetate (206 g, 1 .98 mol) and formamide (26 mL, 0.6600 mol) were mixed in a 2L R.B fitted with Mechanical stirrer. The reaction mixture was heated at 160 °C for 16h. The reaction completion was monitored by LCMS. After completion, the reaction mixture was cooled to was RT and diluted with 2N NaOH solution (300 mL). After stirring at the same temperature for 15min, the reaction mixture neutralised with 1.5N HCI solution. The solid precipitated was filtered off, washed with ice cold water and dried under vacuum to yield (90 g, 86percent yield) of the titled compound as an off white solid. H NMR (DMSO-dGeneral procedure: To a three necked flask, substituted anthranilic acid (1 meq.) was added in excess of formamide (6 meq). The reaction mixture was then heated at 140 °C for 4-6 h. The reaction was monitored with thin layer chromatography and upon completion; ice was added to the reaction mixture. The resultant solid was filtered, washed with water, dissolved in ethyl acetate, dried over MgSO2-Amino-3-methylbenzoic acid (125 g, 0.820 mol), formamidine acetate (257 g, 2.46 mol) and formamide (32.5 mL, 0.8200 mol) wereminxed in a 2L R.B fitted with Mechanical stirrer. The reactionminxture was heated at 180 °C for 3h. The reaction completion was monitored by LCMS. After completion, the reactionminxture was cooled to RT and diluted with 2N NaOH solution (300 mL). After stirring at the same temperature for 15 min, the reactionminxture neutralized with 1 .5N HC1 solution. The solid precipitated was filtered off, washed with ice cold water and dried under vacuum to yield 8-methyl-3H-quinazolin-4-one (125 g, 94percent) as an off white solid. 1H NMR (400 MHz, DMSO-d6, ppm) 12.2 (bs, 1H), 8.1 (s, 1H), 8.0 (d, J = 7.8 Hz, 1H), 7.7 (d, J = 7.2 Hz, 1H), 7.4 (t, J = 7.6 Hz, 1H), 2.5 (s, 3H); LC/MS(ESI)161 (M+H).

Molecular Weight:160.17
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:160.063662883
Monoisotopic Mass:160.063662883
Topological Polar Surface Area:41.5
Heavy Atom Count:12
Complexity:225
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes