Ethyl 4-(1,3-dioxoisoindolin-2-yl)benzoate

Base Information

• Chemical Name: Ethyl 4-(1,3-dioxoisoindolin-2-yl)benzoate
• CAS No.: 130872-52-5
• Molecular Formula: C17H13NO4
• Molecular Weight: 295.295
• DSSTox Substance ID: DTXSID90354160
• Nikkaji Number: J494.333C
• Wikidata: Q82132155
• Mol file: 130872-52-5.mol

Synonyms:130872-52-5;ethyl 4-(1,3-dioxoisoindolin-2-yl)benzoate;Benzoic acid, 4-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, ethyl ester;ethyl 4-(1,3-dioxoisoindol-2-yl)benzoate;Oprea1_240860;Oprea1_669880;DTXSID90354160;4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-benzoic acid ethyl ester;STK367136;AKOS000728021;EU-0000529;SR-01000392376;SR-01000392376-1;Z53846418;F0827-0137;ethyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzoate;ethyl 4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)benzoate

Chemical Property of Ethyl 4-(1,3-dioxoisoindolin-2-yl)benzoate

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 295.08445790
• Heavy Atom Count: 22
• Complexity: 443

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)N2C(=O)C3=CC=CC=C3C2=O

Technology Process of Ethyl 4-(1,3-dioxoisoindolin-2-yl)benzoate

There total 7 articles about Ethyl 4-(1,3-dioxoisoindolin-2-yl)benzoate 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: 92.0%

phthalic anhydride (85-44-9) + p-aminoethylbenzoate (94-09-7) → ethyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzoate (130872-52-5)

Guidance literature:

With acetic acid; at 120 ℃;

DOI:10.1021/acs.orglett.1c00430

Reference yield: 87.0%

4-(2-iodo-benzoylamino)-benzoic acid ethyl ester + formic acid (64-18-6) → ethyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzoate (130872-52-5)

Guidance literature:

With iodine; palladium diacetate; triethylamine; triphenylphosphine; In toluene; at 80 ℃; for 2h;

DOI:10.1016/j.tet.2019.01.023

Reference yield: 70.0%

ethanol (64-17-5) + 4-phthalimidobenzoic acid (5383-82-4) → ethyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzoate (130872-52-5)

Guidance literature:

With sulfuric acid; for 4h; Reflux;

upstream raw materials:

phthalic anhydride

p-aminoethylbenzoate

Phthaloyl dichloride

ethanol

Downstream raw materials:

ethyl 4-(2-ethylbenzamido)benzoate

4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N'-[(4-hydroxyphenyl)methylene]benzohydrazide

4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N'-(3,4-dimethoxyphenyl)methylenebenzohydrazide

4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-N'-(3-nitrophenyl)methylenebenzohydrazide