6-Oxo-1,6-dihydro-pyridazine-3-carboxylicacid Chemical Properties

Melting point:

246 °C

Density 

1.63±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

-2.86±0.20(Predicted)

Appearance

White to yellow Solid

Safety Information

HazardClass 

IRRITANT

HS Code 

2933998090

6-Oxo-1,6-dihydro-pyridazine-3-carboxylicacid Usage And Synthesis

Uses

6-Hydroxypyridazine-3-carboxylic acid is a carboxylic acid derivative and can be used as an intermediate in organic synthesis.

Synthesis

The general procedure for the synthesis of 6-hydroxypyridazine-3-carboxylic acid from 6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid was as follows: to a solution of 6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid (2.50 g, 17.59 mmol) in toluene (44 mL) was added sequentially copper acetate (450 mg, 2.48 mmol), sodium carbonate ( 7.01 g, 66.14 mmol) and pyridine (4.4 mL). The reaction mixture was stirred and mixed at room temperature, then warmed to 100 °C and stirred continuously for 16 hours. After completion of the reaction, the insoluble solid was removed by filtration and the filtrate was concentrated under reduced pressure to afford 6-oxo-1,6-dihydropyridazine-3-carboxylic acid as an off-white solid (1.80 g, 73% yield). Mass spectrometry result: m/z = 177.0 [M + H]+.

References

[1] European Journal of Organic Chemistry, 2013, # 27, p. 6130 - 6136
[2] Patent: US2016/376283, 2016, A1. Location in patent: Paragraph 1225; 1226
[3] Patent: CN106187910, 2016, A. Location in patent: Paragraph 0120; 0121
[4] European Journal of Medicinal Chemistry, 2017, vol. 137, p. 598 - 611

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