Ethanediamide, N,N'-bis(3-methylphenyl)-

Base Information

• Chemical Name: Ethanediamide, N,N'-bis(3-methylphenyl)-
• CAS No.: 3551-75-5
• Molecular Formula: C16H16N2O2
• Molecular Weight: 268.315
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID30392304
• Wikidata: Q82190416
• ChEMBL ID: CHEMBL1814674
• Mol file: 3551-75-5.mol

Synonyms:m-Oxalotoluidide;N,N'-bis(3-methylphenyl)oxamide;3551-75-5;Ethanediamide, N,N'-bis(3-methylphenyl)-;N,N'-bis(m-tolyl)oxamide;CHEMBL1814674;SCHEMBL21567990;DTXSID30392304;AKOS000346811;N,N'-bis(3-methylphenyl)ethanediamide;EU-0045107;FT-0673322;SR-01000494635;SR-01000494635-1

Chemical Property of Ethanediamide, N,N'-bis(3-methylphenyl)-

Chemical Property:

• Melting Point: 135 °C
• PKA: 11.13±0.70(Predicted)
• PSA: 58.20000
• Density: 1.241±0.06 g/cm3(Predicted)
• LogP: 3.02660
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 268.121177757
• Heavy Atom Count: 20
• Complexity: 322

Purity/Quality:

97% ^*data from raw suppliers

m-Oxalotoluidide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)NC(=O)C(=O)NC2=CC=CC(=C2)C

Technology Process of Ethanediamide, N,N'-bis(3-methylphenyl)-

There total 11 articles about Ethanediamide, N,N'-bis(3-methylphenyl)- 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: 80.0%

oxalyl dichloride (79-37-8) + 1,3,5-tris(m-tolyl)perhydro-1,3,5-triazine (109423-08-7) → N,N'-bis(3-methylphenyl)oxalamide (3551-75-5) + 1,3-Di-m-tolyl-imidazolidine-4,5-dione

Guidance literature:

In diethyl ether; at 0 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(01)81552-0

Reference yield: 72.0%

oxalyl dichloride (79-37-8) + 1-amino-3-methylbenzene (108-44-1) → N,N'-bis(3-methylphenyl)oxalamide (3551-75-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 5 - 10 ℃; Inert atmosphere;

DOI:10.1021/acs.oprd.0c00362

Reference yield: 60.0%

oxalic acid diethyl ester (95-92-1) + 1-amino-3-methylbenzene (108-44-1) → N,N'-bis(3-methylphenyl)oxalamide (3551-75-5)

Guidance literature:

With sodium; In ethanol; for 1h; Heating;

DOI:10.3390/50500714

upstream raw materials:

acetic acid

oxalic acid diethyl ester

1-amino-3-methylbenzene

ethyl 2-oxo-4-phenylbut-3-ynoate

Downstream raw materials:

6-methylindoline-2,3-dione

N,N'-di(m-tolyl)urea

N,N'-di-m-tolyl-ethylenediamine

oxalic acid-bis(3-tolylimidoyl)chloride