2-(2-(2-Methoxyphenoxy)ethyl)isoindoline-1,3-dione

Base Information

• Chemical Name: 2-(2-(2-Methoxyphenoxy)ethyl)isoindoline-1,3-dione
• CAS No.: 26646-63-9
• Molecular Formula: C17H15NO4
• Molecular Weight: 297.31
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID601200534
• Mol file: 26646-63-9.mol

Synonyms:26646-63-9;2-(2-(2-Methoxyphenoxy)ethyl)isoindoline-1,3-dione;2-[2-(2-methoxyphenoxy)ethyl]isoindole-1,3-dione;2-[2-(2-methoxyphenoxy)ethyl]-2,3-dihydro-1H-isoindole-1,3-dione;2-[2-(2-methoxyphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione;2-[2-(2-Methoxyphenoxy)ethyl]isoindoline-1,3-dione;2-(2-(2-METHOXYPHENOXY)ETHYL)-1H-ISOINDOLE-1,3(2H)-DIONE;2-[2-(2-Methoxy-phenoxy)-ethyl]-isoindole-1,3-dione;DTXSID601200534;1H-Isoindole-1,3(2H)-dione, 2-[2-(2-methoxyphenoxy)ethyl]-;BBA64663;MFCD02676046;STK692357;AKOS002288822;BS-50289;SY315125;CS-0349215;EN300-111014;F77097

Chemical Property of 2-(2-(2-Methoxyphenoxy)ethyl)isoindoline-1,3-dione

Chemical Property:

• Melting Point: 102-108 °C
• Boiling Point: 449.5±25.0 °C(Predicted)
• PKA: -2.27±0.20(Predicted)
• PSA: 55.84000
• Density: 1.278±0.06 g/cm3(Predicted)
• LogP: 2.30810
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 297.10010796
• Heavy Atom Count: 22
• Complexity: 401

Purity/Quality:

98%min ^*data from raw suppliers

N-[2-(o-Methoxyphenoxy)ethyl]phthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1OCCN2C(=O)C3=CC=CC=C3C2=O
• Uses: N-[2-(o-Methoxyphenoxy)ethyl]phthalimide is a useful synthetic intermediate in the synthesis of Carvedilol (C184625); a nonselective β-adrenergic blocker with α1-blocking activity. Carvedilol is an antihypertensive used in the treatment of congestive heart failure.

Technology Process of 2-(2-(2-Methoxyphenoxy)ethyl)isoindoline-1,3-dione

There total 6 articles about 2-(2-(2-Methoxyphenoxy)ethyl)isoindoline-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: 88.0%

potassium phtalimide (1074-82-4) + 2-(methoxyphenoxy)ethylbromide (4463-59-6) → 2-[2-(2-methoxyphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione (26646-63-9)

Guidance literature:

With 18-crown-6 ether; In N,N-dimethyl-formamide; at 50 ℃; for 5h;

DOI:10.1016/j.ejmech.2008.05.019

Reference yield: 86.4%

1-(2-chloroethoxy)-2-methoxybenzene (53815-60-4) + potassium phtalimide (1074-82-4) → 2-[2-(2-methoxyphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione (26646-63-9)

Guidance literature:

In N,N-dimethyl-formamide; at 170 ℃; for 3h;

Reference yield: 40.0%

N-(2-Hydroxyethyl)phthalimide (3891-07-4) + 2-methoxy-phenol (90-05-1) → 2-[2-(2-methoxyphenoxy)ethyl]-1H-isoindole-1,3(2H)-dione (26646-63-9)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2010.06.100

upstream raw materials:

potassium phtalimide

2-(methoxyphenoxy)ethylbromide

2-methoxy-phenol

1-(2-chloroethoxy)-2-methoxybenzene

Downstream raw materials:

2-(2-methoxy-phenoxy)-ethylamine

N-<2-(2-Methoxy-phenoxy)-ethyl>-3-<2,5-dimethoxy-phenoxy>-propylamin

N-<2-(2-Methoxy-phenoxy)-aethyl>-2-hydroxy-3-(2-methyl-phenoxy)-propylamin

N-<2-(2-Methoxy-phenoxy)-aethyl>-3-chlor-propionsaeure-amid