6-broMo-4-hydroxyquinolin-2(1H)-one Chemical Properties

Melting point:

211-212 °C

Boiling point:

451.3±45.0 °C(Predicted)

Density 

1.801±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

4.50±1.00(Predicted)

Appearance

Off-white to light brown Solid

InChI

InChI=1S/C9H6BrNO2/c10-5-1-2-7-6(3-5)8(12)4-9(13)11-7/h1-4H,(H2,11,12,13)

InChIKey

DQFPMEMMMGZBKU-UHFFFAOYSA-N

SMILES

N1C2=C(C=C(Br)C=C2)C(O)=CC1=O

Safety Information

HS Code 

2933499090

6-broMo-4-hydroxyquinolin-2(1H)-one Usage And Synthesis

Uses

6-broMo-4-hydroxyquinolin-2(1H)-one can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.

Synthesis

Literature [Synthetic Communications 2010, 40, 732] in accordance with the general method described, 4-bromoaniline (30.0 g, 174 mmol) and 2,2-dimethyl-l, 3-dioxane-4,6-dione ( 25.1 g, was heated in 174 mmol) in 80 for 1.5 hours, cooled to ambient temperature, 3 - ((4-bromophenyl) amino) -3-oxo-propane to give the acid.By removing the acetone by-product under vacuum to give the intermediate product as a dry solid.It was added to Eaton's Reagent (100 mL) to the solid, the mixture obtained in and then heated to 70 overnight, cooled to room temperature.The mixture was poured into water, the brown precipitate was filtered, and rinsed with water.With ethanol, the brown precipitate tree illustration in the tube, and then filtered to give the title compound as a light brown solid.

References

[1] Patent: WO2007/70818, 2007, A1. Location in patent: Page/Page column 101-102
[2] Synthetic Communications, 2010, vol. 40, # 5, p. 732 - 738
[3] Patent: WO2013/74386, 2013, A2. Location in patent: Page/Page column 64
[4] Patent: US2014/107094, 2014, A1. Location in patent: Paragraph 0585; 0586
[5] Patent: US2015/105372, 2015, A1. Location in patent: Paragraph 0248; 0249