Ethanediamide, N,N''-1,2-phenylenebis[N'-methyl-

Base Information

• Chemical Name: Ethanediamide, N,N''-1,2-phenylenebis[N'-methyl-
• CAS No.: 188727-95-9
• Molecular Formula: C12H14N4O4
• Molecular Weight: 278.268
• DSSTox Substance ID: DTXSID30451526
• Nikkaji Number: J816.385E
• Wikidata: Q82271594
• Mol file: 188727-95-9.mol

Synonyms:Ethanediamide, N,N''-1,2-phenylenebis[N'-methyl-;188727-95-9;SCHEMBL5697344;DTXSID30451526;N,N''-o-Phenylenebis(N'-methyloxamide);n1,n1'-(1,2-phenylene)bis(n2-methyloxalamide)

Chemical Property of Ethanediamide, N,N''-1,2-phenylenebis[N'-methyl-

Chemical Property:

• XLogP3: -0.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 278.10150494
• Heavy Atom Count: 20
• Complexity: 372

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)C(=O)NC1=CC=CC=C1NC(=O)C(=O)NC

Technology Process of Ethanediamide, N,N''-1,2-phenylenebis[N'-methyl-

There total 4 articles about Ethanediamide, N,N''-1,2-phenylenebis[N'-methyl- 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: 89.0%

methanol (67-56-1) + ethyl 2-[(2-{[2-(ethyloxy)-2-oxoacetyl]amino}phenyl)amino]-2-oxoethanoate (119935-81-8) + methylamine (74-89-5) → quinoxaline-2,3-dione (15804-19-0,6287-20-3) + methyl ester of o-phenylene(N′-methyloxamide)(oxamic acid) (345913-74-8) + dimethyl ester of o-phenylenebis(oxamic acid) (1420065-48-0) + N1,N1'-(1,2-phenylene)bis(N2-methyloxalamide) (188727-95-9)

Guidance literature:

In ethanol; at 65 ℃; for 0.5h;

DOI:10.1039/c2dt32259e

Reference yield: 87.0%

ethyl 2-[(2-{[2-(ethyloxy)-2-oxoacetyl]amino}phenyl)amino]-2-oxoethanoate (119935-81-8) + methylamine (74-89-5) → N1,N1'-(1,2-phenylene)bis(N2-methyloxalamide) (188727-95-9)

Guidance literature:

In methanol; water; at 70 ℃; for 1h;

Reference yield:

1,2-diamino-benzene (95-54-5) → N1,N1'-(1,2-phenylene)bis(N2-methyloxalamide) (188727-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 1 h / Reflux

2: methanol; water / 1 h / 70 °C

In tetrahydrofuran; methanol; water;

DOI:10.1021/jacs.5b03977

upstream raw materials:

ethyl 2-[(2-{[2-(ethyloxy)-2-oxoacetyl]amino}phenyl)amino]-2-oxoethanoate

methylamine

methanol

1,2-diamino-benzene

Downstream raw materials:

P(C₆H₅)4⁽¹⁺⁾*Cu(C₆H₄(NCOCONCH₃)2)^(1-)*CH₃CN = [P(C₆H₅)4][Cu(C₆H₄(NCOCONCH₃)2)]*CH₃CN