3-Oxo-2,3-dihydropyridazine-4-carbonitrile

Base Information

• Chemical Name: 3-Oxo-2,3-dihydropyridazine-4-carbonitrile
• CAS No.: 64882-65-1
• Molecular Formula: C5H3N3O
• Molecular Weight: 121.1
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80495117
• Wikidata: Q82343062
• Mol file: 64882-65-1.mol

Synonyms:64882-65-1;3-OXO-2,3-DIHYDROPYRIDAZINE-4-CARBONITRILE;2,3-DIHYDRO-3-OXO-4-PYRIDAZINECARBONITRILE;6-oxo-1H-pyridazine-5-carbonitrile;3-Oxo-2,3-dihydro-pyridazine-4-carbonitrile;MFCD11040159;4-Pyridazinecarbonitrile, 2,3-dihydro-3-oxo-;SCHEMBL1280612;DTXSID80495117;CPZLKSSMZLLSBN-UHFFFAOYSA-N;3-hydroxypyridazine-4-carbonitrile;AKOS006306534;AKOS017405851;SB38122;AS-42796;SY007211;CS-0046225;FT-0749253;EN300-106914;A867800;J-506997;F2147-1141

Chemical Property of 3-Oxo-2,3-dihydropyridazine-4-carbonitrile

Chemical Property:

• Refractive Index: 1.648
• PSA: 69.54000
• Density: 1.38 g/cm³
• LogP: -0.35842
• Storage Temp.: 2-8°C
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 121.027611728
• Heavy Atom Count: 9
• Complexity: 242

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Oxo-2,3-dihydro-pyridazine-4-carbonitrile 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NN=C1)C#N
• Uses: 3-Oxo-2,3-dihydropyridazine-4-carbonitrile is used as a reactant in the preparation of pyridazines via cyclization, ring transformation, aromatization, and substituent modification.

Technology Process of 3-Oxo-2,3-dihydropyridazine-4-carbonitrile

There total 4 articles about 3-Oxo-2,3-dihydropyridazine-4-carbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 21.0%

Cyanoacetohydrazide (140-87-4) + glyoxal sodium bisulfite (517-21-5) → 2,3-dihydro-3-oxopyridazine-4-carbonitrile (64882-65-1)

Guidance literature:

Cyanoacetohydrazide; glyoxal sodium bisulfite; In ethanol; water; at 40 ℃; for 0.5h;

With sodium hydroxide; water; In ethanol; at 40 - 60 ℃; for 4h; pH=12 - 13;

With hydrogenchloride; water; In ethanol; pH=1 - 2;

Reference yield:

→ 2,3-dihydro-3-oxopyridazine-4-carbonitrile (64882-65-1)

Guidance literature:

With hydrazine hydrate; benzene;

Reference yield:

Cyanoacetohydrazide (140-87-4) + diethoxyacetaldehyde (5344-23-0) → 2,3-dihydro-3-oxopyridazine-4-carbonitrile (64882-65-1)

Guidance literature:

With ethanol; Beim anschliessenden Erwaermen mit Essigsaeure und Piperidin bei pH 10;

upstream raw materials:

Cyanoacetohydrazide

diethoxyacetaldehyde

glyoxal sodium bisulfite

Downstream raw materials:

ethyl 2,3-dihydro-3-oxopyridazine-4-carboxylate

4-cyano-3-oxido-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyridazinium

2,3-dihydro-3-oxo-2-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyridazine-4-carbonitrile

3-oxo-2,3-dihydro-pyridazine-4-carboxylic acid

Refernces