Pyrido[2,3-d]pyridazine

Base Information

• Chemical Name: Pyrido[2,3-d]pyridazine
• CAS No.: 253-73-6
• Molecular Formula: C7H5 N3
• Molecular Weight: 131.137
• Hs Code.: 2933990090
• UNII: 82Y8G8L07W
• DSSTox Substance ID: DTXSID80179945
• Nikkaji Number: J100.438G
• Wikidata: Q27269367
• Mol file: 253-73-6.mol

Synonyms:Pyrido[2,3-d]pyridazine;Pyrido(2,3-d)pyridazine;253-73-6;CCRIS 7350;1,6,7-Triazanaphthalene;UNII-82Y8G8L07W;82Y8G8L07W;SCHEMBL88608;DTXSID80179945;3,4,10-TRIAZABICYCLO[4.4.0]DECA-1,3,5,7,9-PENTAENE;LS-188116;EN300-7673565;Q27269367

Chemical Property of Pyrido[2,3-d]pyridazine

Chemical Property:

• Vapor Pressure: 6.85E-05mmHg at 25°C
• Boiling Point: 354.4°Cat760mmHg
• Flash Point: 179.3°C
• PSA: 38.67000
• Density: 1.27g/cm³
• LogP: 1.02480
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 131.048347172
• Heavy Atom Count: 10
• Complexity: 115

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CN=NC=C2N=C1

Technology Process of Pyrido[2,3-d]pyridazine

There total 2 articles about Pyrido[2,3-d]pyridazine 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:

pyridine-2,3-dicarbaldehyde (4663-93-8) → pyrido<2,3-d>pyridazine (253-73-6)

Guidance literature:

With hydrazine hydrate; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja302537j

Reference yield:

2,3-bis(hydroxymethyl)pyridine (38070-79-0) → pyrido<2,3-d>pyridazine (253-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.83 h / -78 °C / Inert atmosphere

1.2: 2.33 h / -78 - 20 °C / Inert atmosphere

2.1: hydrazine hydrate / dichloromethane / 12 h / 20 °C / Inert atmosphere

With oxalyl dichloride; hydrazine hydrate; dimethyl sulfoxide; In dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation;

DOI:10.1021/ja302537j

Reference yield:

(furan-2-yloxy)-trimethylsilane (61550-02-5) + pyrido<2,3-d>pyridazine (253-73-6) → 7,7a-dihydro-6aH-cyclopropa[h]quinoline-7-carboxylic acid + 1a,7b-dihydro-1H-cyclopropa[f]quinoline-1-carboxylic acid

Guidance literature:

With 9,10-dimethyl-9,10-dibora-9,10-dihydroanthracene; In diethylene glycol dimethyl ether; at 105 ℃; for 24h; Overall yield = 92 %; Overall yield = 101 mg; Inert atmosphere;

DOI:10.1021/ja308858y

upstream raw materials:

2,3-bis(hydroxymethyl)pyridine

pyridine-2,3-dicarbaldehyde

Downstream raw materials:

(7-phenyl-6-quinolyloxy)-triisopropylsilane

(6-phenyl-7-quinolyloxy)-triisopropylsilane

Refernces