6-bromoquinoxalin-2(1H)-one

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6-bromoquinoxalin-2(1H)-one Basic information
Uses
Product Name:6-bromoquinoxalin-2(1H)-one
Synonyms:2(1H)-Quinoxalinone, 6-broMo-;6-broMo-1,2-dihydroquinoxalin-2-one;6-bromoquinoxalin-2(1H)-one;6-Bromo-2-hydroxyquinoxaline;6-BROMOQUINOXALIN-2-OL;6-bromo-1H-quinoxalin-2-one;4,6-DIMETHYLCYCLOHEXYLAMINEHYDROCHLORIDE
CAS:55687-34-8
MF:C8H5BrN2O
MW:225.04
EINECS:
Product Categories:organic building block
Mol File:55687-34-8.mol
6-bromoquinoxalin-2(1H)-one Structure
6-bromoquinoxalin-2(1H)-one Chemical Properties
Melting point 298-300 °C(Solv: acetic acid (64-19-7))
density 1.82±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka8.10±0.70(Predicted)
AppearanceLight brown to gray Solid
InChIInChI=1S/C8H5BrN2O/c9-5-1-2-6-7(3-5)10-4-8(12)11-6/h1-4H,(H,11,12)
InChIKeyBDBWPIXISLYKEG-UHFFFAOYSA-N
SMILESN1C2=C(C=C(Br)C=C2)N=CC1=O
Safety Information
HS Code 2933998090
MSDS Information
6-bromoquinoxalin-2(1H)-one Usage And Synthesis
Uses6-Bromoquinoxaline-2(1H)-one is a quinoline derivative that can be used as a pharmaceutical intermediate.
Synthesis
Butanamide, N-(4-bromo-2-nitrophenyl)-3-oxo-

96089-46-2

6-bromoquinoxalin-2(1H)-one

55687-34-8

Part B. Synthesis of 6-bromoquinoxalin-2(1H)-one: To a solution of sodium hydroxide (337 mg, 8.4 mmol) in water (2.1 mL) was added the product of Part A (423 mg, 1.4 mmol) and the reaction was stirred for 1 hr at 65°C. The reaction was completed with the addition of sodium borohydride (31.9 mg, 0.84 mmol). Upon completion of the reaction, the solution was cooled to room temperature, diluted with water (4 mL), followed by the addition of sodium borohydride (31.9 mg, 0.84 mmol), and continued to be stirred at room temperature for 1.5 hours. Ice was added to the reaction mixture and 6 μL of hydrochloric acid was added slowly and dropwise until the solution became acidic. The precipitated solid product was collected by filtration, washed with water and dried in a vacuum oven to afford 6-bromoquinoxalin-2(1H)-one (273 mg, 86% yield).

References[1] Patent: WO2009/39134, 2009, A1. Location in patent: Page/Page column 185
[2] Heterocycles, 1985, vol. 23, # 1, p. 143 - 151
6-bromoquinoxalin-2(1H)-one Preparation Products And Raw materials
Raw materials2-Quinoxalinone-->Butanamide, N-(4-bromo-2-nitrophenyl)-3-oxo--->2(1H)-Quinoxalinone, 6-broMo-3,4-dihydro--->Hydrochloric acid-->Sodium hydroxide
Tag:6-bromoquinoxalin-2(1H)-one(55687-34-8) Related Product Information
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