ChemicalBook CAS DataBase List 6-Oxo-1,6-dihydro-pyridazine-3-carboxylicacid

6-Oxo-1,6-dihydro-pyridazine-3-carboxylicacid synthesis

4synthesis methods

Product Name:6-Oxo-1,6-dihydro-pyridazine-3-carboxylicacid
CAS Number:37972-69-3
Molecular formula:C5H4N2O3
Molecular Weight:140.1

6-OXO-1,4,5,6-TETRAHYDROPYRIDAZIN-3-CARBOXYLIC ACID

27372-38-9

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

37972-69-3

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]+.

27372-38-9
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$10.00/1g

37972-69-3
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$10.00/1g

Yield:37972-69-3 73%

Reaction Conditions:

with pyridine;copper diacetate;sodium carbonate in toluene at 100; for 16 h;Inert atmosphere;

Steps:

352 6-oxo-1,6-dihydropyridazine-3-carboxylic acid

6-oxo-1,6-dihydropyridazine-3-carboxylic acid
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 Cu(OAc)₂ (450 mg, 2.48 mmol), sodium carbonate (7.01 g, 66.14 mmol) and pyridine (4.4 mL) at room temperature.
The resulting solution was stirred for 16 h at 100° C.
After the reaction was done, the insoluble solids in the reaction mixture were filtered out and the filtrate was concentrated under reduced pressure to yield 6-oxo-1,6-dihydropyridazine-3-carboxylic acid as a off-white solid (1.80 g, 73%). MS: m/z=177.0 [M+H]⁺.

References:

US2016/376283,2016,A1 Location in patent:Paragraph 1225; 1226

328-50-7 Synthesis