2-(4-Aminobenzyl)isoindoline-1,3-dione

Base Information

• Chemical Name: 2-(4-Aminobenzyl)isoindoline-1,3-dione
• CAS No.: 100880-61-3
• Molecular Formula: C15H12 N2 O2
• Molecular Weight: 252.272
• European Community (EC) Number: 672-330-9
• DSSTox Substance ID: DTXSID80353586
• Nikkaji Number: J2.943.229E
• Wikidata: Q82131257
• ChEMBL ID: CHEMBL2237482
• Mol file: 100880-61-3.mol

Synonyms:100880-61-3;2-(4-aminobenzyl)isoindoline-1,3-dione;4-N-Phthaloylglyaminomethyl aniline;2-[(4-aminophenyl)methyl]isoindole-1,3-dione;2-(4-aminobenzyl)isoindole-1,3-dione;Oprea1_430558;Oprea1_837638;CBDivE_008147;SCHEMBL1833825;CHEMBL2237482;DTXSID80353586;HMS1676J02;MFCD00432223;AKOS000161146;AC-6639;CCG-333601;SB64355;AS-37446;CS-0171437;FT-0754940;4-N-PHTHALOYLGLYAMINOMETHYL ANILINE

Chemical Property of 2-(4-Aminobenzyl)isoindoline-1,3-dione

Chemical Property:

• Vapor Pressure: 1.44E-08mmHg at 25°C
• Melting Point: 197-198 °C
• Refractive Index: 1.703
• Boiling Point: 457.8°Cat760mmHg
• PKA: 4.36±0.10(Predicted)
• Flash Point: 230.7°C
• PSA: 63.40000
• Density: 1.377g/cm³
• LogP: 2.58410
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 252.089877630
• Heavy Atom Count: 19
• Complexity: 350

Purity/Quality:

98%min ^*data from raw suppliers

4-N-PhthaloylglyaminomethylAniline ^*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)CC3=CC=C(C=C3)N

Technology Process of 2-(4-Aminobenzyl)isoindoline-1,3-dione

There total 14 articles about 2-(4-Aminobenzyl)isoindoline-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: 98.0%

2-(4-nitrobenzyl)-1H-isoindole-1,3(2H)-dione (62133-07-7) → 2-(4-amino-benzyl)-isoindole-1,3-dione (100880-61-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; for 16h;

DOI:10.1039/d1ob01457a

Reference yield: 75.0%

Monomethyl phthalate (4376-18-5) + (4-aminomethyl)aniline (4403-71-8) → 2-(4-amino-benzyl)-isoindole-1,3-dione (100880-61-3)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; for 3h;

DOI:10.1002/chem.201903165

Reference yield: 71.0%

phthalic anhydride (85-44-9) + (4-aminomethyl)aniline (4403-71-8) → 2-(4-amino-benzyl)-isoindole-1,3-dione (100880-61-3)

Guidance literature:

With triethylamine; In toluene; for 4h; Reflux;

DOI:10.1002/cplu.201700512

upstream raw materials:

2-(4-nitrobenzyl)-1H-isoindole-1,3(2H)-dione

2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione

aniline

ethyl N-<4-(phthalimidomethyl)phenyl>carbamate

Refernces

• 1、 Ménard-Moyon, Cécilia,Fabbro, Chiara,Prato, Maurizio,Bianco, Alberto. "One-pot triple functionalization of carbon nanotubes". . p. 3222 - 3227. Retrieved 2011.
• 2、 Lucherelli, Matteo Andrea,Raya, Jésus,Edelthalhammer, Konstantin F.,Hauke, Frank,Hirsch, Andreas,Abellán, Gonzalo,Bianco, Alberto. "A Straightforward Approach to Multifunctional Graphene". . p. 13218 - 13223. Retrieved 2019.
• 3、 Mahlooji, Iman,Shokri, Maryam,Manoochehri, Rana,Mahboubi-Rabbani, Mohammad,Rezaee, Elham,Tabatabai, Sayyed Abbas. "Discovery of phthalimide derivatives as novel inhibitors of a soluble epoxide hydrolase". . . Retrieved 2020/06/05.