4-(4-Methoxyphenyl)phthalazin-1(2h)-one

Base Information

• Chemical Name: 4-(4-Methoxyphenyl)phthalazin-1(2h)-one
• CAS No.: 57353-93-2
• Molecular Formula: C15H12N2O2
• Molecular Weight: 252.272
• Hs Code.: 2933990090
• European Community (EC) Number: 625-337-6
• Mol file: 57353-93-2.mol

Synonyms:57353-93-2;4-(4-methoxyphenyl)phthalazin-1(2h)-one;4-(4-Methoxyphenyl)-1-(2H)-phthalazinone;4-(4-methoxyphenyl)-1,2-dihydrophthalazin-1-one;4-(4-methoxyphenyl)-2H-phthalazin-1-one;SCHEMBL710318;4-(4-METHOXYPHENYL)-1-(2H)-PHTHALAZINON&;RYLLTTFNKPGBNO-UHFFFAOYSA-N;4-(4-methoxyphenyl)phthalazin-1-ol;BBL035681;MFCD02660689;STL301460;STL301483;AKOS005201830;AKOS022117890;CCG-291698;4-(4-methoxyphenyl)-2H-phthalazin-1-on;4-(4-methoxyphenyl)-1(2H)-phthalazinone;CS-0261553;EN300-79004;4-(4-Methoxyphenyl)-1-(2H)-phthalazinone, 98%;9Z-0844;A831604;AG-690/12779233;SR-01000309855;SR-01000309855-1;Z275211486

Chemical Property of 4-(4-Methoxyphenyl)phthalazin-1(2h)-one

Chemical Property:

• Melting Point: 240-244 ºC
• Refractive Index: 1.637
• PSA: 54.98000
• Density: 1.25 g/cm³
• LogP: 2.59870
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 252.089877630
• Heavy Atom Count: 19
• Complexity: 372

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Methoxyphenyl)-1-(2H)-phthalazinone 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NNC(=O)C3=CC=CC=C32
• Uses: 4-(4-Methoxyphenyl)-1-(2H)-phthalazinone may be used in the preparation of [4-(4-methoxyphenyl)-1(2H)-oxo-phthalazin-2-yl]acetic acid ethyl ester, with potent antibacterial activity.

Technology Process of 4-(4-Methoxyphenyl)phthalazin-1(2h)-one

There total 16 articles about 4-(4-Methoxyphenyl)phthalazin-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: 82.0%

2-(4-methoxybenzoyl)benzoic acid (1151-15-1) → 4-(4-methoxyphenyl)-1,2-dihydrophthalazin-1-one (57353-93-2)

Guidance literature:

With hydrazine hydrate; In ethanol; for 5h; Heating;

DOI:10.1021/jm00077a008

Reference yield: 77.0%

1,2-dihydro-1-oxophthalazin-4-yl trifluoromethanesulfonate + 4-methoxyphenylboronic acid (5720-07-0) → 4-(4-methoxyphenyl)-1,2-dihydrophthalazin-1-one (57353-93-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In 1,4-dioxane; Inert atmosphere; Reflux;

DOI:10.1039/c5ra03390j

Reference yield: 63.0%

phthalic anhydride (85-44-9) + methoxybenzene (100-66-3) → 4-(4-methoxyphenyl)-1,2-dihydrophthalazin-1-one (57353-93-2)

Guidance literature:

phthalic anhydride; methoxybenzene; With aluminum (III) chloride; In 1,2-dichloro-ethane; Cooling with ice; Reflux;

With hydrazine hydrate; In ethanol; Reflux;

upstream raw materials:

2-(4-methoxybenzoyl)benzoic acid

N-(p-chlorobenzylideneamino)phthalimide

4-methoxyphenyl magnesium bromide

N-naphthalen-1-ylmethyleneamino-phthalimide

Downstream raw materials:

4-(4-methoxyphenyl)-2-methyl-1(2H)-phthalazinone

[4-(4-methoxyphenyl)-1(2H)-oxophthalazin-2-yl]acetic acid ethyl ester

4-(4-methoxyphenyl)-2-[3-[4-[3-(acetylamino)phenyl]piperidin-1-yl]propyl]phthalazin-1(2H)-one

4-(4-methoxyphenyl)-2-(3-chloropropyl)phthalazin-1(2H)-one

Refernces

• 1、 -. "TOLL-LIKE RECEPTOR 8 (TLR8)-SPECIFIC ANTAGONISTS AND METHODS OF MAKING AND USES THEREOF". Page/Page column 53. . Retrieved 2019/05/22.
• 2、 -. "NITROGENOUS FUSED HETEROAROMATIC RING DERIVATIVE". Page/Page column 49. . Retrieved 2010/11/24.