1,3-dioxo-N,2-diphenyl-2,3-dihydro-1H-isoindole-5-carboxamide

Base Information

• Chemical Name: 1,3-dioxo-N,2-diphenyl-2,3-dihydro-1H-isoindole-5-carboxamide
• CAS No.: 3348-10-5
• Molecular Formula: C21H14 N2 O3
• Molecular Weight: 342.3475
• NSC Number: 180807
• DSSTox Substance ID: DTXSID10306868
• Nikkaji Number: J784.451D
• Wikidata: Q82054169

Synonyms:STK391550;3348-10-5;NSC180807;Oprea1_360373;Oprea1_711183;SCHEMBL14338938;DTXSID10306868;AKOS000733943;NSC-180807;1,3-dioxo-N,2-diphenyl-2,3-dihydro-1H-isoindole-5-carboxamide

Chemical Property of 1,3-dioxo-N,2-diphenyl-2,3-dihydro-1H-isoindole-5-carboxamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.393g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 342.10044231
• Heavy Atom Count: 26
• Complexity: 564

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C2=CC3=C(C=C2)C(=O)N(C3=O)C4=CC=CC=C4

Technology Process of 1,3-dioxo-N,2-diphenyl-2,3-dihydro-1H-isoindole-5-carboxamide

There total 6 articles about 1,3-dioxo-N,2-diphenyl-2,3-dihydro-1H-isoindole-5-carboxamide 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: 83.0%

aniline (62-53-3) + trimellitic anhydride acid chloride (1204-28-0) → N-phenyl-4-(carboxyanilino)phthalimide (3348-10-5)

Guidance literature:

With pyridine; 1-methyl-pyrrolidin-2-one; at 160 ℃; for 3h;

DOI:10.1135/cccc20000361

Reference yield: 82.0%

carbon monoxide (201230-82-2) + 4-chloro-N-phenyl phthalimide (26491-49-6) + aniline (62-53-3) → N-phenyl-4-(carboxyanilino)phthalimide (3348-10-5)

Guidance literature:

With bis(triphenylphosphine)palladium(II)-chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; sodium iodide; In N,N-dimethyl acetamide; at 115 ℃; for 16h; further reagents: LiCl, LiBr, LiI; various CO pressure (5-95 psig);

DOI:10.1021/jo960861j

Reference yield: 51.0%

Pyromellitic dianhydride (89-32-7,34527-94-1) + aniline (62-53-3) → 2,6-diphenyl-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone (6626-68-2) + N-phenyl-4-(carboxyanilino)phthalimide (3348-10-5)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 200 ℃; for 2h; Sealed tube; Microwave irradiation;

DOI:10.1039/d1ta01954f

upstream raw materials:

carbon monoxide

4-chloro-N-phenyl phthalimide

aniline

trimellitic anhydride acid chloride

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