Diethyl N-[(2-Phthalimido)oxy]ethyl-N,N-Di-ethanoate

Base Information

• Chemical Name: Diethyl N-[(2-Phthalimido)oxy]ethyl-N,N-Di-ethanoate
• CAS No.: 156491-74-6
• Molecular Formula: C₁₈H₂₂N₂O₇
• Molecular Weight: 378.382
• DSSTox Substance ID: DTXSID00434725
• Wikidata: Q82249217
• Mol file: 156491-74-6.mol

Synonyms:Diethyl N-[(2-Phthalimido)oxy]ethyl-N,N-Di-ethanoate;156491-74-6;ethyl 2-[2-(1,3-dioxoisoindol-2-yl)oxyethyl-(2-ethoxy-2-oxoethyl)amino]acetate;AGN-PC-0MXTSA;DTXSID00434725;MWQLVWKMTVLBJZ-UHFFFAOYSA-N;FT-0666788;J-009306;N-[2-[(1,3-Dihydro-1;3-dioxo-2H-isoindol-2-yl)oxy]ethyl]-N-(2-ethoxy-2-oxoethyl)glycine Ethyl Ester

Chemical Property of Diethyl N-[(2-Phthalimido)oxy]ethyl-N,N-Di-ethanoate

Chemical Property:

• PSA: 102.45000
• LogP: 0.58030
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 378.14270105
• Heavy Atom Count: 27
• Complexity: 522

Purity/Quality:

97% ^*data from raw suppliers

DiethylN-[(2-Phthalimido)oxy]ethyl-N,N-Di-ethanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CN(CCON1C(=O)C2=CC=CC=C2C1=O)CC(=O)OCC
• Uses: Intermediate in the preparation of chelating agents.

Technology Process of Diethyl N-[(2-Phthalimido)oxy]ethyl-N,N-Di-ethanoate

There total 2 articles about Diethyl N-[(2-Phthalimido)oxy]ethyl-N,N-Di-ethanoate 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: 56.3%

2-bromoethoxyphthalimide (5181-35-1) + Diethyl iminodiacetate (6290-05-7) → diethyl 2-N-phthalimidoxyethyliminodiacetate (156491-74-6)

Guidance literature:

In xylene; for 16h; Heating;

DOI:10.1248/cpb.42.686

Reference yield:

N-hydroxyphthalimide (524-38-9) → diethyl 2-N-phthalimidoxyethyliminodiacetate (156491-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 56.6 percent / Et₃N / dimethylformamide / 2 h / 20 - 75 °C

2: 56.3 percent / xylene / 16 h / Heating

With triethylamine; In N,N-dimethyl-formamide; xylene;

DOI:10.1248/cpb.42.686

upstream raw materials:

2-bromoethoxyphthalimide

Diethyl iminodiacetate

N-hydroxyphthalimide