3-BroMo-4-hydroxycinnoline synthesis

2synthesis methods

Product Name:3-BroMo-4-hydroxycinnoline
CAS Number:19419-09-1
Molecular formula:C8H5BrN2O
Molecular Weight:225.04

18514-84-6
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19419-09-1
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Yield:19419-09-1 64%

Reaction Conditions:

with bromine;sodium acetate;acetic acid at 100; for 1 h;

Steps:

2

Intermediate 2: Preparation of 3-Bromo-l,4-dihydro-4-cinnolinone:Bromine (0.8 ml) in acetic acid (10 ml) was added to a mixture of cinnolin-4- one (1.5 g, 10.27 mmol), sodium acetate (1.51 g, 18.49 mmol) and acetic acid (15 ml) maintained at 100 ⁰C and stirred at that temperature for Ih. The mixture was concentrated under reduced pressure to half the initial volume and poured into water. The precipitated solid was filtered, washed with water and dried under reduced pressure. Yield: 64%. ¹H-NMR (δ ppm, CDCl₃, 300 MHz): 13.87 (br. s, IH); 8.06 (d, J = 7.8, IH); 7.84-7.80 (m, IH); 7.61 (d, J = 8.7, IH); 7.49 (t, J = 7.8, IH).

References:

WO2009/53799,2009,A1 Location in patent:Page/Page column 29

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19419-09-1
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References