Ethanediamide, N,N'-bis(4-methoxyphenyl)-

Base Information

• Chemical Name: Ethanediamide, N,N'-bis(4-methoxyphenyl)-
• CAS No.: 3299-63-6
• Molecular Formula: C16H16N2O4
• Molecular Weight: 300.314
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10365632
• Nikkaji Number: J185.931E
• Wikidata: Q82150450
• Mol file: 3299-63-6.mol

Synonyms:p-Oxanisidide;3299-63-6;Ethanediamide, N,N'-bis(4-methoxyphenyl)-;N,N'-bis(4-methoxyphenyl)oxamide;N,N'-Bis(p-anisyl)oxamide;SCHEMBL6396790;DTXSID10365632;N,N/'-Bis(4-methoxyphenyl)oxamide;STK150981;AKOS003270725;N,N'-bis(4-methoxyphenyl)ethanediamide;FT-0673327;N(1),N(2)-bis(4-methoxyphenyl)ethanediamide

Chemical Property of Ethanediamide, N,N'-bis(4-methoxyphenyl)-

Chemical Property:

• PSA: 83.64000
• LogP: 3.58000
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 300.11100700
• Heavy Atom Count: 22
• Complexity: 336

Purity/Quality:

97% ^*data from raw suppliers

p-Oxanisidide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC(=O)C(=O)NC2=CC=C(C=C2)OC
• Uses: The N,N’-Disubstituted dithiooxamides, a new group of potential tuberculostatics.

Technology Process of Ethanediamide, N,N'-bis(4-methoxyphenyl)-

There total 14 articles about Ethanediamide, N,N'-bis(4-methoxyphenyl)- 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: 91.0%

oxalyl dichloride (79-37-8) + 4-methoxy-aniline (104-94-9) → N,N'-bis(4-methoxyphenyl) oxamide (3299-63-6)

Guidance literature:

In tetrahydrofuran;

DOI:10.1021/ja036884e

Reference yield: 75.0%

4-methoxy-aniline (104-94-9) + oxalic acid diethyl ester (95-92-1) → N,N'-bis(4-methoxyphenyl) oxamide (3299-63-6)

Guidance literature:

In ethylene glycol; at 120 - 125 ℃; for 9h; Conversion of starting material;

Reference yield: 63.0%

oxalic acid (144-62-7,97993-78-7) + 4-methoxy-aniline (104-94-9) → N,N'-bis(4-methoxyphenyl) oxamide (3299-63-6)

Guidance literature:

With tetrabutylammomium bromide; iodine; potassium hydroxide; In water; at 20 ℃; for 2.5h; Irradiation;

DOI:10.1016/j.tetlet.2020.152801

upstream raw materials:

tetrachloromethane

diphenyl oxalate

N,N'-bis-(4-methoxy-phenyl)-methanediamine

oxalic acid

Downstream raw materials:

N,N'-bis(4-methoxyphenyl)ethane-bis(imidoyl) dichloride

5-amino-2-hydroxybenzenesulfonic acid

1-amino-4-methoxybenzene-3-sulphonic acid

5-methoxyisatine

Refernces

• 1、 Cheng, Fei,Chen, Tao,Huang, Yin-Qiu,Li, Jia-Wei,Zhou, Chen,Xiao, Xiao,Chen, Fen-Er. "Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters". supporting information. p. 115 - 120. Retrieved 2022/01/04.
• 2、 Santana, M. Dolores,García, Gabriel,Vicente-Hernández, Consuelo,García, Luís,Pérez, José,Rojo, Teófilo,Lezama, Luís. "N,N′-bis(substituted-phenyl)oxamides and their dinuclear pentacoordinate nickel(II) complexes". . p. 2009 - 2016. Retrieved 2008/09/19.