N-(2-Methylphenyl)phthalimide

Base Information

• Chemical Name: N-(2-Methylphenyl)phthalimide
• CAS No.: 2464-33-7
• Molecular Formula: C15H11 N O2
• Molecular Weight: 237.258
• NSC Number: 2369
• UNII: F3JE6G6PWS
• DSSTox Substance ID: DTXSID00179386
• Nikkaji Number: J609.287J
• Wikidata: Q83049919
• ChEMBL ID: CHEMBL8968
• Mol file: 2464-33-7.mol

Synonyms:2464-33-7;N-o-Tolylphthalimide;N-(2-Methylphenyl)phthalimide;Phthalimide, N-o-tolyl-;2-(2-methylphenyl)-1H-isoindole-1,3(2H)-dione;1H-Isoindole-1,3(2H)-dione, 2-(2-methylphenyl)-;2-(2-methylphenyl)isoindole-1,3-dione;NSC 2369;F3JE6G6PWS;BRN 0181186;CHEMBL8968;AI3-01399;2-(2-methylphenyl)-2,3-dihydro-1H-isoindole-1,3-dione;NSC-2369;5-21-10-00296 (Beilstein Handbook Reference);NSC2369;2-Phthalimido-toluene;UNII-F3JE6G6PWS;ChemDiv2_003091;Phthalimide, N-o-tolyl-,;Oprea1_302819;Oprea1_354544;SCHEMBL2550815;2-o-Tolyl-isoindole-1,3-dione;DTXSID00179386;HMS1377M11;PP-10;CAA46433;2-(O-tolyl)isoindoline-1,3-dione;BDBM50219329;MFCD00047298;STK076486;AKOS001424779;MS-0649;LS-109522;CS-0333488;EU-0093519;SR-01000550646;SR-01000550646-1;Z57519187

Chemical Property of N-(2-Methylphenyl)phthalimide

Chemical Property:

• Vapor Pressure: 1.49E-06mmHg at 25°C
• Boiling Point: 398.3°Cat760mmHg
• Flash Point: 183.4°C
• Density: 1.296g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 237.078978594
• Heavy Atom Count: 18
• Complexity: 342

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1N2C(=O)C3=CC=CC=C3C2=O

Technology Process of N-(2-Methylphenyl)phthalimide

There total 42 articles about N-(2-Methylphenyl)phthalimide 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: 95.0%

benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) + o-toluidine (95-53-4) → N-(2-methylphenyl)phthalimide (2464-33-7)

Guidance literature:

With L-proline; In ethanol; at 30 ℃; for 6h;

DOI:10.1155/2018/5198325

Reference yield: 95.0%

1,2-Diiodobenzene (615-42-9) + carbon monoxide (201230-82-2) + o-toluidine (95-53-4) → N-(2-methylphenyl)phthalimide (2464-33-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; palladium 10% on activated carbon; In toluene; at 120 ℃; for 2h; under 4654.46 Torr; Autoclave;

DOI:10.1002/adsc.201100460

Reference yield: 94.0%

formic acid (64-18-6) + N-(2-methylphenyl)-o-iodobenzamide (62303-06-4) → N-(2-methylphenyl)phthalimide (2464-33-7)

Guidance literature:

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

DOI:10.1016/j.tet.2019.01.023

upstream raw materials:

phthalic anhydride

N,N'-bis(2-methylphenyl)urea

o-toluidine

2-o-toluidino-isoindoline-1,3-dione

Downstream raw materials:

2-[(2'-methylphenylamido)]benzoic acid

N-(2-trichloromethyl-phenyl)-phthalimide

2-<2-(bromomethyl)phenyl>-1H-isoindole-1,3(2H)-dione

2-phthalimidobenzylidene bromide

Refernces

• 1、 Nakamura, Takumi,Ban, Kazuma,Yoshida, Yasushi,Mino, Takashi,Kasashima, Yoshio,Sakamoto, Masami. "Asymmetric Synthesis of Indoline from Achiral Phthalimide Involving Crystallization-Induced Deracemization". supporting information. p. 16338 - 16341. Retrieved 2021/10/12.
• 2、 Wang, Bo,He, Dan,Ren, Beige,Yao, Tuanli. "Synthesis of imides via palladium-catalyzed three-component coupling of aryl halides, isocyanides and carboxylic acids". supporting information. p. 900 - 903. Retrieved 2020/02/03.