3-Chloro-6-(4-methoxyphenyl)pyridazine

Base Information

• Chemical Name: 3-Chloro-6-(4-methoxyphenyl)pyridazine
• CAS No.: 58059-31-7
• Molecular Formula: C11H9ClN2O
• Molecular Weight: 220.658
• Hs Code.: 2933990090
• European Community (EC) Number: 635-184-7
• DSSTox Substance ID: DTXSID70482733
• Nikkaji Number: J2.139.024K
• Wikidata: Q82319373
• Mol file: 58059-31-7.mol

Synonyms:3-chloro-6-(4-methoxyphenyl)pyridazine;58059-31-7;3-chloro-6-(4-methoxyphenyl)-pyridazine;3-Chloro-6-(4-methoxy-phenyl)-pyridazine;SCHEMBL2494845;DTXSID70482733;TZBSFHQGJIBFLX-UHFFFAOYSA-N;MFCD01314138;3-chloro-6(4-methoxyphenyl)pyridazine;AKOS000303158;BS-23097;FT-0664765;EN300-236070;F1967-0379

Chemical Property of 3-Chloro-6-(4-methoxyphenyl)pyridazine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 160 °C
• Refractive Index: 1.576
• Boiling Point: 407.764 °C at 760 mmHg
• PKA: 0.58±0.10(Predicted)
• Flash Point: 200.409 °C
• PSA: 35.01000
• Density: 1.246 g/cm³
• LogP: 2.80560
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 220.0403406
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-6-(4-methoxyphenyl)pyridazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NN=C(C=C2)Cl

Technology Process of 3-Chloro-6-(4-methoxyphenyl)pyridazine

There total 11 articles about 3-Chloro-6-(4-methoxyphenyl)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: 82.0%

6-(4-methoxyphenyl)-2H-pyridazin-3-one (2166-33-8) → 3-chloro-6-(4-methoxyphenyl)pyridazine (58059-31-7)

Guidance literature:

With isocyanate de chlorosulfonyle; In acetonitrile; at 60 - 65 ℃; for 3.5h;

Reference yield: 82.0%

tris(4-methoxyphenyl)bismuth (33397-21-6) + 3-chloro-6-iodopyridazine (135034-10-5) → 3-chloro-6-(4-methoxyphenyl)pyridazine (58059-31-7)

Guidance literature:

With palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 4h; Reagent/catalyst; chemoselective reaction; Catalytic behavior; Inert atmosphere;

DOI:10.1002/ejoc.201200977

Reference yield: 70.0%

4-methoxyphenylboronic acid (5720-07-0) + 3-chloro-6-iodopyridazine (135034-10-5) → 3,6-bis-(4-methoxyphenyl)-pyridazine (2166-07-6) + 3-chloro-6-(4-methoxyphenyl)pyridazine (58059-31-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; chemoselective reaction; Heating; Inert atmosphere;

DOI:10.1002/ejoc.201200977

upstream raw materials:

6-(4-methoxyphenyl)-2H-pyridazin-3-one

3,6-dichlorpyridazine

4-methoxyphenylzinc chloride

4-methoxyphenylboronic acid

Downstream raw materials:

3-(4-hydroxypiperidino)-6-(4-methoxyphenyl)pyridazine

6-(4-Methoxy-phenyl)-3-methyl-[1,2,4]triazolo[4,3-b]pyridazine

6-(4-methoxyphenyl)-1,2,4-triazolo<4,3-b>pyridazine

4-{2-[6-(4-methoxy-phenyl)-pyridazin-3-yloxy]-ethoxy}-benzaldehyde

Refernces

• 1、 Xu, Qile,Wang, Yueting,Xu, Jingwen,Sun, Maolin,Tian, Haiqiu,Zuo, Daiying,Guan, Qi,Bao, Kai,Wu, Yingliang,Zhang, Weige. "Synthesis and Bioevaluation of 3,6-Diaryl-[1,2,4]triazolo[4,3-b] Pyridazines as Antitubulin Agents". supporting information. p. 1202 - 1206. Retrieved 2016/12/18.
• 2、 Urgin, Karene,Aube, Christophe,Pipelier, Muriel,Blot, Virginie,Thobie-Gautier, Christine,Sengmany, Stephane,Lebreton, Jacques,Leonel, Eric,Dubreuil, Didier,Condon, Sylvie. "Pd-catalyzed chemoselective cross-coupling reaction of triaryl- or triheteroarylbismuth compounds with 3,6-dihalopyridazines". . p. 117 - 124. Retrieved 2013/02/22.