ChemicalBook--->CAS DataBase List--->372118-00-8

372118-00-8

372118-00-8 Structure

372118-00-8 Structure
IdentificationBack Directory
[Name]

Methyl 4,6-dihydroxypyridazine-3-carboxylate
[CAS]

372118-00-8
[Synonyms]

Methyl 4,6-dihydroxypyridazine-3-carboxylate
methyl 4-hydroxy-6-oxo-1H-pyridazine-3-carboxylate
3-Pyridazinecarboxylic acid, 1,6-dihydro-4-hydroxy-6-oxo-, methyl ester
3-Pyridazinecarboxylicacid,1,6-dihydro-4-hydroxy-6-oxo-,methylester(9CI)
[Molecular Formula]

C6H6N2O4
[MDL Number]

MFCD09953611
[MOL File]

372118-00-8.mol
[Molecular Weight]

170.12
Chemical PropertiesBack Directory
[density ]

1.58±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

4.50±1.00(Predicted)
[Appearance]

Light yellow to yellow Solid
[InChI]

InChI=1S/C6H6N2O4/c1-12-6(11)5-3(9)2-4(10)7-8-5/h2H,1H3,(H2,7,9,10)
[InChIKey]

SHJHUIKJFYHTDY-UHFFFAOYSA-N
[SMILES]

C1(C(OC)=O)=NNC(=O)C=C1O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H335-H302-H315
[Precautionary statements ]

P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 4,6-dihydroxypyridazine-3-carboxylate(372118-00-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-DIAZO-3-KETOGLUTARIC ACID DIMETHYL ESTER

83878-89-1

Methyl 4,6-dihydroxypyridazine-3-carboxylate

372118-00-8

Step 2 Synthesis of methyl 4,6-dihydroxypyridazine-3-carboxylate: dimethyl 2-diazo-3-oxoglutarate (50.0 g, 249.8 mmol) and triphenylphosphine (65.5 g, 249.8 mmol) were dissolved in ethyl ether (500 mL) and stirred at room temperature for 24 hours. After the reaction was completed, the organic solvent was removed under vacuum. Acetic acid (500 mL) and water (50 mL) were added to the residue and the reaction was refluxed for 10 hours. The reaction mixture was concentrated under reduced pressure to give a viscous residue. The residue was ground with ethyl acetate to give a yellow solid. The solid was purified by silica gel column chromatography (100-200 mesh, eluent: dichloromethane solution of 1-5% methanol) to give methyl 4,6-dihydroxypyridazine-3-carboxylate (12.8 g, 30% yield) as a yellow solid.LC-MS: m/z 169.2 [M + H]+.

[References]

[1] Patent: US2013/178478, 2013, A1. Location in patent: Paragraph 0299;0300
[2] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2683 - 2691
[3] Patent: US2004/77653, 2004, A1. Location in patent: Page 18
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