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ChemicalBook CAS DataBase List 2,4(1H,3H)-Quinazolinedione, 7-(trifluoromethyl)-
3833-78-1

2,4(1H,3H)-Quinazolinedione, 7-(trifluoromethyl)- synthesis

4synthesis methods
-

Yield:3833-78-1 90%

Reaction Conditions:

Stage #1: 2-amino-4-trifluoromethylbenzoic acid;urea at 195 - 200; for 3 h;
Stage #2: in lithium hydroxide monohydrate at 80; for 0.166667 h;

Steps:

4.2.1. 7-(trifluoromethyl)quinazoline-2,4(1H,3H)-dione (2)

To a 250 mL round bottom flask, 2-amino-4-trifluoromethylbenzoic acid (compound 1 , 2 g, 10 mmol) and urea (6.1 g,100 mmol) were added. The reaction mixture was stirred at 195-°200C for 3 h. The reaction mixture was allowed to cool to 80°Cand water was added. The aqueous reaction mixture was stirred at°80 °C for 10 min and then allowed to reach room temperature. Thesolid was filtered, dried and azeotroped with toluene to afford thefaint yellow compound 2 (1.8 g, 90%). This material was taken tothe next step without further purification++1ESI-MS m/z : 231.15 ( MH ) + .H NMR (600 MHz, DMSO-d 6 ) d6==1311.38 (s, 2H), 8.08 (d, J8.5 Hz, 1H), 7.46 (d, J7.2 Hz, 2H).CNMR (151 MHz, DMSO-d 6 ) d161.83, 149.93, 141.13, 128.54, 124.17,6122.36, 118.13, 117.35, 112.13.

References:

Yu, Pan;Cao, Weiya;Yang, Shilong;Wang, Yuan;Xia, Aixin;Tan, Xinlan;Wang, Luyi [Journal of Molecular Structure,2022,vol. 1268,art. no. 133718]