4-Methoxy-1H-quinolin-2-one

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4-Methoxy-1H-quinolin-2-one Basic information
Product Name:4-Methoxy-1H-quinolin-2-one
Synonyms:4-Methoxy-1H-quinolin-2-one;2(1H)-Quinolinone, 4-methoxy-;4-Methoxy-quinolin-2-ol;4-Methoxy-2-quinolinone
CAS:27667-34-1
MF:C10H9NO2
MW:175.18
EINECS:
Product Categories:Quinoline series
Mol File:27667-34-1.mol
4-Methoxy-1H-quinolin-2-one Structure
4-Methoxy-1H-quinolin-2-one Chemical Properties
Melting point 271 °C
Boiling point 124 °C(Press: 8 Torr)
density 1.24±0.1 g/cm3(Predicted)
storage temp. 2-8°C
form solid
pka10.86±0.70(Predicted)
AppearanceWhite to yellow Solid
InChI1S/C10H9NO2/c1-13-9-6-10(12)11-8-5-3-2-4-7(8)9/h2-6H,1H3,(H,11,12)
InChIKeyLJYFMHAOCYPGMX-UHFFFAOYSA-N
Safety Information
WGK Germany WGK 3
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
MSDS Information
4-Methoxy-1H-quinolin-2-one Usage And Synthesis
Synthesis
quinoline-2,4-diol

70254-44-3

4-Methoxy-1H-quinolin-2-one

27667-34-1

General procedure for the synthesis of 4-methoxy-2-quinolinone from 2-hydroxyquinolin-4(1H)-one: to a suspension of 2,4-dihydroxyquinoline (3.00 g, 18.6 mmol) and potassium carbonate (5.14 g, 37.2 mmol) in acetone (500 mL) was added dropwise dimethyl sulfate (2.1 mL). The reaction mixture was heated to reflux for 5 hours. Upon completion of the reaction, the solvent was removed by vacuum distillation and the residue was ground with an appropriate amount of water. The crude product was collected by filtration, washed with water and subsequently purified by grinding with methanol to afford 4-methoxy-2-quinolinone (1.76 g, 54% yield) as a white solid. The 1H NMR data of the product were in agreement with literature reports (Reisch et al., Arch. Pharm., 1980, 313, 751-755).

References[1] Patent: US2003/207868, 2003, A1
[2] Patent: US2002/99208, 2002, A1
4-Methoxy-1H-quinolin-2-one Preparation Products And Raw materials
Raw materialsquinoline-2,4-diol-->Methanol-->Acetone-->Potassium carbonate-->Dimethyl sulfate-->Water
Tag:4-Methoxy-1H-quinolin-2-one(27667-34-1) Related Product Information
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