4-Methoxypyridazine

Base Information

• Chemical Name: 4-Methoxypyridazine
• CAS No.: 20733-11-3
• Molecular Formula: C₅H₆N₂O
• Molecular Weight: 110.115
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20564073
• Nikkaji Number: J1.035.784E
• Wikidata: Q72485703
• Mol file: 20733-11-3.mol

Synonyms:4-METHOXYPYRIDAZINE;20733-11-3;Pyridazine, 4-methoxy-;4-Methoxy Pyridazine;5-Methoxydiazin;Pyridazine,4-methoxy-;SCHEMBL6057076;DTXSID20564073;NSGNREBTEFKPIL-UHFFFAOYSA-N;AMY25058;MFCD08236840;AKOS006285761;AB44150;AC-25161;DS-15870;CS-0187029;F20587

Chemical Property of 4-Methoxypyridazine

Chemical Property:

• Melting Point: 43-44℃
• Boiling Point: 244℃
• PKA: 4.28±0.10(Predicted)
• Flash Point: 89℃
• PSA: 35.01000
• Density: 1.102
• LogP: 0.48520
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 110.048012819
• Heavy Atom Count: 8
• Complexity: 67.4

Purity/Quality:

97% ^*data from raw suppliers

4-Methoxypyridazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CN=NC=C1
• Uses: 4-methoxypyridazine can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process. To a solution of 3 ,6-dichloro-4- methoxypyridazine (30 g, 167.59 mmol, 1.00 equiv) and ammonium formate (3 1 g, 491.63 mmol, 2.93 equiv) in MeOH (500 mL) was added 10% palladium on carbon (3 g) catalyst. The mixture was stirred under 1 atmosphere of at rt overnight. The catalyst was removed by filtration and the filtrate was concentrated under vacuum. The residue was triturated in 500 mL of DCM MeOH ( 10: 1 ) and the solid material was filtered out. The filtrate was concentrated under vacuum and the residue was purified on a silica gel column eluted with ethyl acetate/petroleum ether (2:1 to 1: 1) to give 1 5 g (81%) of 4-methoxypyridazine as a brown oil. TLC: petroleum ether: ethyl acetate=2: 1 , Rf=0.1 .

Technology Process of 4-Methoxypyridazine

There total 8 articles about 4-Methoxypyridazine 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: 81.0%

3,6-dichloro-4-methoxy-1,2-dihydropyridazine (70952-62-4) → 4-methoxypyridazine (20733-11-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; ammonium formate; In methanol; at 20 ℃; under 760.051 Torr;

Reference yield: 8.0%

sodium methylate (124-41-4) + 4-azidopyridazine (2096-34-6) → 4-methoxypyridazine (20733-11-3)

Guidance literature:

In 1,4-dioxane; methanol; Irradiation;

DOI:10.1248/cpb.38.2992

Reference yield:

3-chloro-5-methoxy-pyridazine (123696-02-6) → 4-methoxypyridazine (20733-11-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 1551.44 Torr;

DOI:10.1021/jm040063i

upstream raw materials:

3,6-dichloro-4-methoxy-1,2-dihydropyridazine

sodium methylate

4-azidopyridazine

2,3-dimethoxy-succindialdehyde

Downstream raw materials:

Phenyl-pyridazin-4-yl-acetonitrile