2-[2-(4-Phenylpiperazin-1-yl)ethyl]isoindole-1,3-dione

Base Information

• Chemical Name: 2-[2-(4-Phenylpiperazin-1-yl)ethyl]isoindole-1,3-dione
• CAS No.: 75000-24-7
• Molecular Formula: C20H21N3O2
• Molecular Weight: 335.406
• DSSTox Substance ID: DTXSID00429196
• Wikidata: Q82242163
• ChEMBL ID: CHEMBL26952
• Mol file: 75000-24-7.mol

Synonyms:2-[2-(4-phenylpiperazin-1-yl)ethyl]isoindole-1,3-dione;CHEMBL26952;75000-24-7;SCHEMBL3026254;DTXSID00429196;XJIVMDLRFJXHEY-UHFFFAOYSA-N;BDBM50018449;AKOS002254811;CCG-320448;EN300-26868812;N-[2-(4-Phenylpiperazin-1-yl)-ethyl]-phthalimide;Z46173926;2-[2-(4-Phenyl-piperazin-1-yl)-ethyl]-isoindole-1,3-dione;2-[2-(4-phenylpiperazin-1-yl)ethyl]-2,3-dihydro-1H-isoindole-1,3-dione;2-[4-(8-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-butyl]-isoindole-1,3-dione

Chemical Property of 2-[2-(4-Phenylpiperazin-1-yl)ethyl]isoindole-1,3-dione

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 335.16337692
• Heavy Atom Count: 25
• Complexity: 471

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CCN1CCN2C(=O)C3=CC=CC=C3C2=O)C4=CC=CC=C4

Technology Process of 2-[2-(4-Phenylpiperazin-1-yl)ethyl]isoindole-1,3-dione

There total 11 articles about 2-[2-(4-Phenylpiperazin-1-yl)ethyl]isoindole-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: 86.0%

1-phenyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate + potassium phtalimide (1074-82-4) → 2-[2-(4-phenylpiperazin-1-yl)ethyl]-1H-isoindole-1,3(2H)-dione (75000-24-7)

Guidance literature:

In N,N-dimethyl-formamide; at 60 ℃; for 10h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02676

Reference yield: 86.0%

1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7) + phthalimide (136918-14-4,85-41-6) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 2-[2-(4-phenylpiperazin-1-yl)ethyl]-1H-isoindole-1,3(2H)-dione (75000-24-7)

Guidance literature:

1,4-diaza-bicyclo[2.2.2]octane; 2-(trimethylsilyl)phenyl trifluoromethanesulfonate; With tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

phthalimide; In tetrahydrofuran; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1002/adsc.202000375

Reference yield: 71.0%

4-phenyl-1-piperazine (92-54-6) + 2-(2-bromoethyl)isoindoline-1,3-dione (574-98-1) → 2-[2-(4-phenylpiperazin-1-yl)ethyl]-1H-isoindole-1,3(2H)-dione (75000-24-7)

Guidance literature:

With potassium carbonate; triethylamine; In N,N-dimethyl-formamide; at 70 ℃;

DOI:10.1016/j.bmc.2004.06.019

upstream raw materials:

4-phenyl-1-piperazine

2-(2-bromoethyl)isoindoline-1,3-dione

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

bromobenzene

Downstream raw materials:

N-[2-(4-phenylpiperazin-1-yl)ethyl]-2-quinoxaline carboxamide

N-{2-[4-phenylpiperazin-1-yl] ethyl}-2-naphthalenecarboxamide

1-<2-(4-phenyl-1-piperazinyl)ethyl>-4-(4-methoxy-phenyl)piperidine-2,6-dione

(1,4-dioxa-spiro[4,5]dec-8-yl)-[2-(4-phenyl-piperazin-1-yl)-ethyl]-propyl-amine