N-(4-Chlorophenyl)phthalimide

Base Information

• Chemical Name: N-(4-Chlorophenyl)phthalimide
• CAS No.: 7386-21-2
• Molecular Formula: C14H8ClNO2
• Molecular Weight: 257.676
• Hs Code.: 29251995
• European Community (EC) Number: 676-919-1
• NSC Number: 406154
• UNII: WTJ8PKK88P
• DSSTox Substance ID: DTXSID10224452
• Nikkaji Number: J28.023B
• Wikidata: Q83103043
• ChEMBL ID: CHEMBL1364041
• Mol file: 7386-21-2.mol

Synonyms:N-(4-Chlorophenyl)phthalimide;7386-21-2;N-(p-Chlorophenyl)phthalimide;Phthalimide, N-(p-chlorophenyl)-;2-(4-chlorophenyl)isoindoline-1,3-dione;2-(4-chlorophenyl)isoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-(4-chlorophenyl)-;NSC 406154;2-(4-Chlorophenyl)-1H-isoindole-1,3(2H)-dione;BRN 0189458;AI3-01392;NSC-406154;5-21-10-00293 (Beilstein Handbook Reference);2-(4-chlorophenyl)-2,3-dihydro-1H-isoindole-1,3-dione;NSC406154;ChemDiv3_010074;WTJ8PKK88P;Oprea1_038829;Oprea1_330248;MLS000520402;1H-Isoindole-1,3(2H)-dione,2-(4-chlorophenyl)-;SCHEMBL3627957;N-(4-Chlorophenyl)-phthalimide;CHEMBL1364041;DTXSID10224452;HMS1501J20;HMS2386F24;MFCD00023048;STK174424;AKOS001840469;SB64071;IDI1_027984;1H-Isoindole-1, 2-(4-chlorophenyl)-;NCGC00186532-01;AS-64099;SMR000130813;LS-109451;C1958;CS-0455417;EU-0084278;FT-0629220;D89469;2-(4-Chlorophenyl)-1H-isoindole-1,3(2H)-dion;2-(4-Chlorophenyl)-1H-isoindole-1,3(2H)-dione #;BRD-K52478493-001-01-2

Chemical Property of N-(4-Chlorophenyl)phthalimide

Chemical Property:

• Appearance/Colour: Almost white fluffy powder
• Vapor Pressure: 9.8E-08mmHg at 25°C
• Melting Point: 194-196 °C
• Refractive Index: 1.672
• Boiling Point: 434 °C at 760 mmHg
• PKA: -1.32±0.20(Predicted)
• Flash Point: 216.3 °C
• PSA: 37.38000
• Density: 1.441 g/cm³
• LogP: 3.20560
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 257.0243562
• Heavy Atom Count: 18
• Complexity: 339

Purity/Quality:

99.5% ^*data from raw suppliers

N-(4-Chlorophenyl)phthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(4-Chlorophenyl)phthalimide

There total 46 articles about N-(4-Chlorophenyl)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: 99.0%

phthalic anhydride (85-44-9) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)phthalimide (7386-21-2)

Guidance literature:

In nitrobenzene; for 0.75h; Heating;

DOI:10.1016/S0014-827X(03)00185-X

Reference yield: 97.0%

phthalimide (136918-14-4,85-41-6) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)phthalimide (7386-21-2)

Guidance literature:

With 10 wt. % sulfated polyborate; In neat (no solvent); at 120 ℃; for 3h; Green chemistry;

DOI:10.1080/00304948.2021.1908047

Reference yield: 95.0%

phthalimide (136918-14-4,85-41-6) + 4-Chlorophenylboronic acid (1679-18-1) → N-(4-chlorophenyl)phthalimide (7386-21-2)

Guidance literature:

With {copper(II)-[4-(2-pyridylazo)resorcinol]}-polystyrene supported catalyst; In methanol; at 40 ℃; for 14h; Inert atmosphere;

DOI:10.1007/s10562-011-0606-2

upstream raw materials:

phthalic anhydride

4-chloro-aniline

ethanol

N,N‘-di(4-chlorophenyl)phthaldiamide

Downstream raw materials:

2,3-Dihydro-3-hydroxy-2-(p-chlorophenyl)-1H-isoindol-1-one

4-diethylamino-5,6,7,8-tetrahydroquinoline-2,3-dicarboxylic acid N-p-chlorophenylimide

2-(4-chlorophenyl)-3-hydroxy-3-phenylisoindolin-1-one

ethyl 2′-((4-chlorophenyl)carbamoyl)-[1,1′-biphenyl]-2-carboxylate

Refernces

• 1、 Wen, Xiaowei,Liu, Xiaojuan,Yang, Zhiqi,Xie, Menglan,Liu, Yuxi,Long, Lipeng,Chen, Zhengwang. "“On water” nano-Cu2O-catalyzed CO-free one-pot multicomponent cascade cyanation-annulation-aminolysis reaction toward phthalimides". supporting information. p. 1738 - 1743. Retrieved 2021/03/14.
• 2、 Yuan, Yu-Chao,Bruneau, Christian,Dorcet, Vincent,Roisnel, Thierry,Gramage-Doria, Rafael. "Ru-Catalyzed Selective C-H Bond Hydroxylation of Cyclic Imides". . p. 1898 - 1907. Retrieved 2019/02/05.