2-(2-Aminophenyl)isoindole-1,3-dione

Base Information

• Chemical Name: 2-(2-Aminophenyl)isoindole-1,3-dione
• CAS No.: 4506-62-1
• Molecular Formula: C14H10N2O2
• Molecular Weight: 238.246
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID20350094
• Nikkaji Number: J632.817B
• Wikidata: Q82125854
• Mol file: 4506-62-1.mol

Synonyms:4506-62-1;2-(2-aminophenyl)isoindole-1,3-dione;2-(2-aminophenyl)-1H-isoindole-1,3(2H)-dione;2-(2-Aminophenyl)isoindoline-1,3-dione;2-(2-aminophenyl)-2,3-dihydro-1H-isoindole-1,3-dione;2-Phthalimidoaniline;2-(2-Amino-phenyl)-isoindole-1,3-dione;TimTec1_000668;Oprea1_748088;MLS004836642;N-(o-aminophenyl)-phthalimide;SCHEMBL885606;DTXSID20350094;OAJOEZGYYINOJB-UHFFFAOYSA-N;HMS1535O08;MFCD00447057;STL412111;AKOS000139359;SB65949;2-(2-aminophenyl)-isoindole-1,3-dione;LS-08679;SMR001463853;CS-0270292;EU-0000118;EN300-232992;SR-01000389465;SR-01000389465-1;BRD-K91681958-001-01-2

Chemical Property of 2-(2-Aminophenyl)isoindole-1,3-dione

Chemical Property:

• PSA: 63.40000
• LogP: 2.71560
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 238.074227566
• Heavy Atom Count: 18
• Complexity: 345

Purity/Quality:

95% ^*data from raw suppliers

2-(2-Aminophenyl)-1H-isoindole-1,3(2H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)C3=CC=CC=C3N

Technology Process of 2-(2-Aminophenyl)isoindole-1,3-dione

There total 14 articles about 2-(2-Aminophenyl)isoindole-1,3-dione 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: 89.2%

phthalic anhydride (85-44-9) + 1,2-diamino-benzene (95-54-5) → N-(2-aminophenyl)phthalimide (4506-62-1)

Guidance literature:

phthalic anhydride; 1,2-diamino-benzene; With toluene-4-sulfonic acid; In 5,5-dimethyl-1,3-cyclohexadiene; for 6h; Reflux;

With sodium hydrogencarbonate; In dichloromethane; water; at 20 ℃;

Reference yield: 85.0%

N-hydroxyphthalimide (524-38-9) + 1,2-diamino-benzene (95-54-5) → N-(2-aminophenyl)phthalimide (4506-62-1)

Guidance literature:

In aq. phosphate buffer; at 20 ℃;

DOI:10.1039/d1md00275a

Reference yield: 74.0%

N-(o-nitrophenyl)phthalimide (34442-94-9) → N-(2-aminophenyl)phthalimide (4506-62-1)

Guidance literature:

N-(o-nitrophenyl)phthalimide; With iron; acetic acid; In water; acetone; for 8h; Inert atmosphere; Reflux;

With sodium carbonate; In acetone; Inert atmosphere;

DOI:10.1021/ol801227f

upstream raw materials:

N-(o-nitrophenyl)phthalimide

phthalic anhydride

1,2-diamino-benzene

2-((2-aminophenylamino)carbonyl) benzoic acid

Downstream raw materials:

N-(o-acetamidophenyl)phthalimide

N-(2-benzaminophenyl)phthalimide

1,2-benzoylenebenzimidazole

2-[1-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-phenylamino]-meth-(Z)-ylidene]-3-oxo-hexanoic acid ethyl ester

Refernces

• 1、 Bieszczad, Bartosz,Dudek, Marta K.,Garbicz, Damian,Grzesiuk, El?bieta,Mieczkowski, Adam,Trzybiński, Damian,Wo?niak, Krzysztof. "Unsymmetrically-Substituted 5,12-dihydrodibenzo[b,f][1,4]diazocine-6,11-dione Scaffold—A Useful Tool for Bioactive Molecules Design". . . Retrieved 2020/07/02.
• 2、 -. "Asymmetric ligand containing o-phenylenediamine group and preparation method and application thereof". Paragraph 0033. . Retrieved 2018/09/28.