2-Quinoxalinone synthesis
- Product Name:2-Quinoxalinone
- CAS Number:1196-57-2
- Molecular formula:C8H6N2O
- Molecular Weight:146.15
Yield:1196-57-2 93%
Reaction Conditions:
in ethanol;toluene at 20 - 45; for 10.75 h;
Steps:
1.1.A
Step A: Preparation of 1 H-quinoxalin-2-oneTo a stirred suspension of o-phenylenediamine (50 g, 462.9 mmol) in ethanol(200 ml_), at rt was added a solution of ethyl glyoxalate in toluene (50 ; 113 ml_, 555.48 mmol) over a period of 45 min. After heating to 45 °C for 10 h, the mixture was left at rt under stirring. The precipitate was filtered and the residue was washed with water and dried to give 1 H-quinoxalin-2-one as an off-white powder (63 g, 93%): 1H-NMR (300 MHz, d6-DMSO): δ = 12.44 (1 H, s),8.19 (1 H, s), 7.78 (1 H, d), 7.55 (1 H, dd), 7.32 (2H, m) ppm.
References:
BAYER SCHERING PHARMA AKTIENGESELLSCHAFT;BADER, Benjamin;B?MER, Ulf;INCE, Stuart;KOPPITZ, Marcus;LIENAU, Philip;MARQUARDT, Tobias;NGUYEN, Duy;PRECHTL, Stefan;SIEMEISTER, Gerhard;WEGSCHEID-GERLACH, Christof WO2011/26579, 2011, A1 Location in patent:Page/Page column 56
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