7-Bromo-1-methyl-1H-quinoxalin-2-one

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7-Bromo-1-methyl-1H-quinoxalin-2-one Basic information
Product Name:7-Bromo-1-methyl-1H-quinoxalin-2-one
Synonyms:7-broMo-1-Methyl-1,2-dihydroquinoxalin-2-one;7-bromo-1-methylquinoxalin-2(1H)-one;2(1H)-Quinoxalinone, 7-bromo-1-methyl-;7-Bromo-1-methyl-1H-quinoxalin-2-one
CAS:82019-32-7
MF:C9H7BrN2O
MW:239.07
EINECS:
Product Categories:
Mol File:82019-32-7.mol
7-Bromo-1-methyl-1H-quinoxalin-2-one Structure
7-Bromo-1-methyl-1H-quinoxalin-2-one Chemical Properties
Boiling point 367.1±44.0 °C(Predicted)
density 1.65±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka-1.13±0.70(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
7-Bromo-1-methyl-1H-quinoxalin-2-one Usage And Synthesis
Synthesis
7-bromoquinoxalin-2(1H)-one

82031-32-1

Iodomethane

74-88-4

7-BROMO-1-METHYL-1H-QUINOXALIN-2-ONE

82019-32-7

7-Bromo-2(1H)-quinoxalinone (313.1 mg, 1.391 mmol) was dissolved in 0.15 M DMF solution (9.2 mL) and potassium carbonate (288.4 mg, 2.087 mmol) and iodomethane (95.5 μL, 1.530 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 30 min. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate (2×). The organic phases were combined, washed sequentially with water (3×) and saturated saline (1×), dried over anhydrous sodium sulfate, filtered and concentrated. Purification by Biotage fast chromatography (eluent: hexane/ethyl acetate) afforded 7-bromo-1-methyl-1H-quinoxalin-2-one (87.6 mg, 0.366 mmol, 26.3% yield).1H NMR (400 MHz, (CD3)2SO) δ = 8.257 (s, 1H), 7.824 (s, 1H), 7.768-7.746 (d, 1H), 7.569-7.543 (dd, 1H), 3.591 (s, 3H).

References[1] Patent: WO2012/118492, 2012, A1. Location in patent: Page/Page column 97
7-Bromo-1-methyl-1H-quinoxalin-2-one Preparation Products And Raw materials
Raw materials7-bromoquinoxalin-2(1H)-one-->Iodomethane-->N,N-Dimethylformamide-->Potassium carbonate
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