Pyridazine, 3-[1,1'-biphenyl]-4-yl-6-chloro-

Base Information

• Chemical Name: Pyridazine, 3-[1,1'-biphenyl]-4-yl-6-chloro-
• CAS No.: 377047-49-9
• Molecular Formula: C16H11ClN2
• Molecular Weight: 266.73
• Mol file: 377047-49-9.mol

Synonyms:

Chemical Property of Pyridazine, 3-[1,1'-biphenyl]-4-yl-6-chloro-

Chemical Property:

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyridazine, 3-[1,1'-biphenyl]-4-yl-6-chloro-

There total 11 articles about Pyridazine, 3-[1,1'-biphenyl]-4-yl-6-chloro- 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: 75.0%

2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (144432-80-4) + 3-bromo-6-chloropyridazine (89089-18-9) → 6-biphenyl-3-chloropyridazine (377047-49-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium phosphate; In 1,4-dioxane; at 100 ℃; for 4h; Inert atmosphere;

Reference yield: 52.0%

6-biphenyl-4-yl-4-(5-oxo-1,3-diphenyl-4,5-dihydro-1H-pyrazol-4-yl)-4,5-dihydro-2H-pyridazin-3-one (260353-11-5) → 6-biphenyl-3-chloropyridazine (377047-49-9)

Guidance literature:

With trichlorophosphate; for 3h; Heating;

Reference yield:

4-bromo-1,1'-biphenyl (92-66-0) → 6-biphenyl-3-chloropyridazine (377047-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 7 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; hexane; water;

DOI:10.1002/cjoc.201600906

upstream raw materials:

6-biphenyl-3-(2H)-pyridazinone

6-biphenyl-4-yl-4-(5-oxo-1,3-diphenyl-4,5-dihydro-1H-pyrazol-4-yl)-4,5-dihydro-2H-pyridazin-3-one

β-(4-phenylbenzoyl)acrylic acid

1,3-diphenyl-5-oxo-4,5-dihydro-1H-pyrazole

Downstream raw materials:

3-phenyl-6-(4'-biphenyl)-1,2,4-triazolo[4,3-b]pyridazine

6-biphenyl-3-(2H)-pyridazinone

(6-biphenyl-4-yl-pyridazin-3-yl)-hydrazine

Refernces

• 1、 -. "Pyridazinone derivatives and preparation method thereof, and organic electroluminescent device". Paragraph 0104-0106. . Retrieved 2018/09/28.
• 2、 Islam, Mojahidul,Siddiqui, Anees A.,Rajesh, Ramadoss. "Synthesis, antitubercular, antifungal and antibacterial activities of 6-substituted phenyl-2-(3′-substituted phenyl pyridazin-6′-yl)-2,3, 4,5-tetrahydropyridazin-3-one". experimental part. p. 353 - 362. Retrieved 2009/04/11.