4-(4-Methoxyphenyl)-2-methylphthalazin-1(2H)-one

Base Information

• Chemical Name: 4-(4-Methoxyphenyl)-2-methylphthalazin-1(2H)-one
• CAS No.: 134389-95-0
• Molecular Formula: C16H14N2O2
• Molecular Weight: 266.299
• DSSTox Substance ID: DTXSID60567568
• Mol file: 134389-95-0.mol

Synonyms:134389-95-0;4-(4-Methoxyphenyl)-2-methylphthalazin-1(2H)-one;SCHEMBL8864708;DTXSID60567568

Chemical Property of 4-(4-Methoxyphenyl)-2-methylphthalazin-1(2H)-one

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 266.105527694
• Heavy Atom Count: 20
• Complexity: 399

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C2=CC=CC=C2C(=N1)C3=CC=C(C=C3)OC

Technology Process of 4-(4-Methoxyphenyl)-2-methylphthalazin-1(2H)-one

There total 3 articles about 4-(4-Methoxyphenyl)-2-methylphthalazin-1(2H)-one 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: 86.0%

N-(4-Methoxy-phenyl)-N'-methyl-hydrazine + o-carboxybenzaldehyde (119-67-5) → 4-(4-methoxyphenyl)-2-methyl-1(2H)-phthalazinone (134389-95-0)

Guidance literature:

In toluene; Heating;

DOI:10.1021/jo00017a043

Reference yield: 51.0%

4-(4-methoxyphenyl)-1,2-dihydrophthalazin-1-one (57353-93-2) + methyl iodide (74-88-4) → 4-(4-methoxyphenyl)-2-methyl-1(2H)-phthalazinone (134389-95-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; Reflux;

Reference yield:

phthalic anhydride (85-44-9) + methoxybenzene (100-66-3) → 4-(4-methoxyphenyl)-2-methyl-1(2H)-phthalazinone (134389-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aluminum (III) chloride / 1,2-dichloro-ethane / Cooling with ice; Reflux

1.2: Reflux

2.1: potassium carbonate / N,N-dimethyl-formamide / Reflux

With aluminum (III) chloride; potassium carbonate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

o-carboxybenzaldehyde

4-(4-methoxyphenyl)-1,2-dihydrophthalazin-1-one

methyl iodide

phthalic anhydride

Downstream raw materials:

C-[(4-Methoxy-phenyl)-(2-methylaminomethyl-phenyl)]-methylamine