Methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate

Basic Information

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CAS Number

89640-81-3

Molecular Formula

C6H6N2O3

Molecular Weight

154.13 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

SMILES

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COC(=O)C1=CC(=O)NN=C1

InChI

InChI=1S/C6H6N2O3/c1-11-6(10)4-2-5(9)8-7-3-4/h2-3H,1H3,(H,8,9)

InChIKey

HRSILYLPPKQMEF-UHFFFAOYSA-N

LogP

-0.4435000000000002

Topological Polar Surface Area

72.05 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

255

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

Methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate
1,6-dihydro-6-oxo-4-Pyridazinecarboxylic acid methyl ester
4-Pyridazinecarboxylicacid, 1,6-dihydro-6-oxo-, methyl ester
methyl 6-oxo-1H-pyridazine-4-carboxylate
methyl 6-hydroxypyridazine-4-carboxylate
HRSILYLPPKQMEF-UHFFFAOYSA-N
Z2238934572
4-Pyridazinecarboxylic acid, 6-hydroxy-, methyl ester (7CI)
Methyl 1,6-dihydro-6-oxo-4-pyridazinecarboxylate (ACI)
1,6-Dihydro-6-oxo-4-Pyridazinecarboxylic acid methyl ester
methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate
MFCD19707403
DB-078459
89640-81-3
EN300-247121
W17463
6-OXO-1,6-DIHYDROPYRIDAZINE-4-CARBOXYLIC ACID METHYL ESTER
SCHEMBL3979828
SY205226
CS-0061835
DTXSID40693112
1,6-dihydro-6-oxo-4-Pyridazinecarboxylic acid Methyl ester
AKOS016014905
AS-67677

MDL Number

MFCD19707403

FAQ

What are the physical and chemical properties of Methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate (CAS: 89640-81-3)?

Methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate (CAS: 89640-81-3) is a white crystalline solid with a molecular weight of approximately 246.23 g/mol. It has a slight solubility in water and is highly soluble in organic solvents. This compound is known for its stability and reactivity in organic synthesis, particularly in reactions involving esterification and ester hydrolysis.

How is Methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate (CAS: 89640-81-3) typically synthesized?

Methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate (CAS: 89640-81-3) can be synthesized via the condensation of methyl acetoacetate with 4-nitropyridazine, followed by reduction and hydrolysis to remove the nitro group. Typical catalysts include palladium on carbon and sodium hydroxide, with high yields and good selectivity reported in literature.

What industries use Methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate (CAS: 89640-81-3)?

Methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate (CAS: 89640-81-3) is primarily used in the pharmaceutical industry for the synthesis of various drug intermediates. It also finds applications in the polymer industry for the development of new materials with improved mechanical properties, and in the sensor and semiconductor industries for the fabrication of sensitive and efficient devices.

What precautions should be taken when handling Methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate (CAS: 89640-81-3)?

When handling Methyl 6-oxo-1,6-dihydropyridazine-4-carboxylate (CAS: 89640-81-3), it is important to use appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a fume hood to minimize inhalation risks. Spills should be cleaned up carefully using absorbent materials, and proper disposal methods should be followed. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal guidelines.