O-(N-phthalimido)acetophenone

Base Information

• Chemical Name: O-(N-phthalimido)acetophenone
• CAS No.: 83665-31-0
• Molecular Formula: C16H11 N O3
• Molecular Weight: 265.268
• Hs Code.: 2925190090
• Mol file: 83665-31-0.mol

Synonyms:Phthalimide,N-(o-acetylphenyl)- (6CI); N-(2-Acetylphenyl)phthalimide;o-(N-Phthalimido)acetophenone

Chemical Property of O-(N-phthalimido)acetophenone

Chemical Property:

• Vapor Pressure: 2.46E-08mmHg at 25°C
• Boiling Point: 451.3°C at 760 mmHg
• Flash Point: 213°C
• PSA: 54.45000
• Density: 1.337g/cm³
• LogP: 2.75480

Purity/Quality:

97% ^*data from raw suppliers

2-(2-ACETYLPHENYL)-1H-ISOINDOLE-1,3(2H)-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of O-(N-phthalimido)acetophenone

There total 4 articles about O-(N-phthalimido)acetophenone 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: 99.0%

phthalimide (136918-14-4,85-41-6) + 2-bromophenyl methyl ketone (2142-69-0) → 2-(2-acetylphenyl)-1H-isoindole-1,3(2H)-dione (83665-31-0)

Guidance literature:

With copper(I) oxide; at 100 ℃; for 48h;

DOI:10.3987/COM-96-7676

Reference yield: 90.0%

phthalic anhydride (85-44-9) + 2-aminoacetophenone (551-93-9) → 2-(2-acetylphenyl)-1H-isoindole-1,3(2H)-dione (83665-31-0)

Guidance literature:

With triethylamine; In xylene; for 5h; Heating;

DOI:10.1080/10426500490262513

Reference yield:

phthalimide (136918-14-4,85-41-6) + acetophenone (98-86-2) → 2-(4-acetylphenyl)-1H-isoindole-1,3(2H)-dione (40101-59-5) + 2-(2-acetylphenyl)-1H-isoindole-1,3(2H)-dione (83665-31-0) + 2-(3-acetylphenyl)isoindoline-1,3-dione (72801-61-7)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In dichloromethane; at 20 ℃; for 12h; Overall yield = 56percent; Overall yield = 29.9 mg; Irradiation;

DOI:10.1021/acs.orglett.0c00433

upstream raw materials:

phthalic anhydride

2-aminoacetophenone

N-(2-acetyl-phenyl)-phthalamic acid

phthalimide

Downstream raw materials:

methyl 2-(4-oxo-1,4-dihydroquinolin-2-yl)benzoate

N-[(5H,11H-isoindolo[2,1-a]quinoline-5,11-dione)-6-yl]iminotriphenylphosphorane

2,3-dihydro-3-hydroxy-2-[2-(1-hydroxyethyl)phenyl]-1H-isoindol-1-one

2-(4-oxo-1,4-dihydro-quinolin-2-yl) benzoic acid

Refernces

• 1、 Janjic, Monika,Prebil, Rok,Groselj, Uros,Kralj, David,Malavasic, Crt,Golobic, Amalija,Stare, Katarina,Dahmann, Georg,Stanovnik, Branko,Svete, Jurij. "A simple synthesis of 5-(2-Aminophenyl)-1H-pyrazoles". scheme or table. p. 1703 - 1717. Retrieved 2011/10/31.
• 2、 Kim, Guncheol,Keum, Gyochang. "A new route to quinolone and indole skeletones via ketone- and ester-imide cyclodehydration reactions". . p. 1979 - 1988. Retrieved 2007/10/03.