1H-Isoindole-1,3(2H)-dione, 2-[2-(4-aminophenoxy)ethyl]-

Base Information

• Chemical Name: 1H-Isoindole-1,3(2H)-dione, 2-[2-(4-aminophenoxy)ethyl]-
• CAS No.: 101351-09-1
• Molecular Formula: C16H14N2O3
• Molecular Weight: 282.299
• DSSTox Substance ID: DTXSID10359132
• Wikidata: Q82140176
• Mol file: 101351-09-1.mol

Synonyms:101351-09-1;2-[2-(4-aminophenoxy)ethyl]isoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione, 2-[2-(4-aminophenoxy)ethyl]-;2-[2-(4-aminophenoxy)ethyl]-2,3-dihydro-1H-isoindole-1,3-dione;2-(2-(4-Aminophenoxy)ethyl)isoindoline-1,3-dione;2-[2-(4-aminophenoxy)ethyl]-1H-isoindole-1,3(2H)-dione;p-(2-phthalimidoethoxy)aniline;Oprea1_730534;SCHEMBL9449362;DTXSID10359132;MWIHYGXYALYNNF-UHFFFAOYSA-N;BEA35109;STL344551;AKOS009389372;N-(2-(4-aminophenoxy)ethyl)phthalimide;CS-0234438;EN300-141921;Z405628366

Chemical Property of 1H-Isoindole-1,3(2H)-dione, 2-[2-(4-aminophenoxy)ethyl]-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 282.10044231
• Heavy Atom Count: 21
• Complexity: 380

Purity/Quality:

99.3% ^*data from raw 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)CCOC3=CC=C(C=C3)N

Technology Process of 1H-Isoindole-1,3(2H)-dione, 2-[2-(4-aminophenoxy)ethyl]-

There total 5 articles about 1H-Isoindole-1,3(2H)-dione, 2-[2-(4-aminophenoxy)ethyl]- 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: 94.0%

N-(2-(4-nitrophenoxy)ethyl)phthalimide (98395-61-0) → p-(2-phthalimidoethoxy)aniline (101351-09-1)

Guidance literature:

With hydrogen; nickel; In diethylene glycol dimethyl ether; at 100 ℃; for 0.5h; under 76000 Torr;

DOI:10.1007/BF00529476

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → p-(2-phthalimidoethoxy)aniline (101351-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / C₅H₁₁ONa / pentan-1-ol / 8 h / 130 °C

2: 94 percent / H₂ / Raney nickel / bis-(2-methoxy-ethyl) ether / 0.5 h / 100 °C / 76000 Torr

With C₅H₁₁ONa; hydrogen; nickel; In pentan-1-ol; diethylene glycol dimethyl ether;

DOI:10.1007/BF00529476

Reference yield:

2-(2-bromoethyl)isoindoline-1,3-dione (574-98-1) → p-(2-phthalimidoethoxy)aniline (101351-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / C₅H₁₁ONa / pentan-1-ol / 8 h / 130 °C

2: 94 percent / H₂ / Raney nickel / bis-(2-methoxy-ethyl) ether / 0.5 h / 100 °C / 76000 Torr

With C₅H₁₁ONa; hydrogen; nickel; In pentan-1-ol; diethylene glycol dimethyl ether;

DOI:10.1007/BF00529476

upstream raw materials:

N-(2-(4-nitrophenoxy)ethyl)phthalimide

4-nitro-phenol

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

potassium 4-nitrophenolate

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