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

Base Information

• Chemical Name: 3-Chloro-6-(3-methoxyphenyl)pyridazine
• CAS No.: 76970-14-4
• Molecular Formula: C11H9ClN2O
• Molecular Weight: 220.65
• Hs Code.: 2933990090
• European Community (EC) Number: 895-191-8
• DSSTox Substance ID: DTXSID30508201
• Wikidata: Q82364936
• Mol file: 76970-14-4.mol

Synonyms:3-chloro-6-(3-methoxyphenyl)pyridazine;76970-14-4;MFCD06801342;Pyridazine,3-chloro-6-(3-methoxyphenyl)-;DTXSID30508201;BDA97014;AKOS005208269;EN300-237965;F1967-0371;Z432063446

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

Chemical Property:

• Vapor Pressure: 3.08E-06mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 399.8 °C at 760 mmHg
• Flash Point: 195.6 °C
• PSA: 35.01000
• Density: 1.245 g/cm³
• LogP: 2.80560
• 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: 203

Purity/Quality:

NLT 98% ^*data from raw suppliers

3-chloro-6-(3-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=CC(=C1)C2=NN=C(C=C2)Cl

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

There total 3 articles about 3-Chloro-6-(3-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: 67.0%

tris-(3-methoxy-phenyl)-bismuthane (95149-16-9) + 3-chloro-6-iodopyridazine (135034-10-5) → 3-chloro-6-(3-methoxyphenyl)pyridazine (76970-14-4)

Guidance literature:

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

DOI:10.1002/ejoc.201200977

Reference yield: 57.0%

6-(3-methoxyphenyl)-2,3-dihydropyridazin-3-one (76970-15-5) → 3-chloro-6-(3-methoxyphenyl)pyridazine (76970-14-4)

Guidance literature:

With trichlorophosphate; Heating;

DOI:10.1021/jm00137a020

Reference yield:

4,5-dihydro-6-(3-methoxyphenyl)-3(2H)-pyridazinone (39499-65-5) → 3-chloro-6-(3-methoxyphenyl)pyridazine (76970-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 36 percent / sodium 3-nitrobenzenesulfonate, aq. NaOH / 3 h / Heating

2: 57 percent / POCl₃ / Heating

With sodium hydroxide; sodium 3-nitrobenzenesulfonate; trichlorophosphate;

DOI:10.1021/jm00137a020

upstream raw materials:

6-(3-methoxyphenyl)-2,3-dihydropyridazin-3-one

4,5-dihydro-6-(3-methoxyphenyl)-3(2H)-pyridazinone

tris-(3-methoxy-phenyl)-bismuthane

3-chloro-6-iodopyridazine

Downstream raw materials:

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

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

Refernces

• 1、 Albright, J. D.,Moran, D. B.,Wright, W. B.,Collins, J. B.,Beer, B.,et al.. "Synthesis and Anxiolytic Activity of 6-(Substituted-phenyl)-1,2,4-triazolopyridazines". . p. 592 - 600. Retrieved 2007/10/02.