N,N'-Diphenyloxamide

Base Information

• Chemical Name: N,N'-Diphenyloxamide
• CAS No.: 620-81-5
• Molecular Formula: C14H12N2O2
• Molecular Weight: 240.261
• Hs Code.: 29241900
• European Community (EC) Number: 210-653-5
• NSC Number: 4183
• UNII: AN528D9TLC
• DSSTox Substance ID: DTXSID0060723
• Nikkaji Number: J6.828D
• Wikidata: Q72498200
• ChEMBL ID: CHEMBL1812847
• Mol file: 620-81-5.mol

Synonyms:Oxanilide;N,N'-Diphenyloxamide;620-81-5;N,N'-Diphenylethanediamide;Ethanediamide, N,N'-diphenyl-;Oxalanilide;Oxanilid;N,N'-Diphenyloxalamide;Oxaldianilide;Oxamide, N,N'-diphenyl-;Ethanediamide, N1,N2-diphenyl-;NSC 4183;AI3-00844;N1,N2-diphenyloxalamide;EINECS 210-653-5;BRN 1645104;CHEMBL1812847;NSC-4183;4-12-00-00463 (Beilstein Handbook Reference);Oxamide,N'-diphenyl-;Bis-(phenyl-carbamyl);N,N\'-diphenyloxamide;N,N/'-Diphenyloxamide;N,N'-Diphenyl-oxalamide;Ethanediamide,N'-diphenyl-;AN528D9TLC;N,N'-Diphenyl Ethanediamide;SCHEMBL57554;N,N~2~-diphenylethanediamide;Oxanilide (6CI,7CI,8CI);DTXSID0060723;NSC4183;BDBM50350312;MFCD00041758;STK150967;AKOS001038312;LS-65295;CS-0199185;FT-0753280;O0087;D91795;W-105051;Z56889478;F0176-0208;1-(TERT-BUTYL)6-METHYL3-IODO-1H-INDOLE-1,6-DICARBOXYLATE

Chemical Property of N,N'-Diphenyloxamide

Chemical Property:

• Appearance/Colour: white to off-white flaky powder
• Melting Point: 253-256 °C
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 382.97°C (rough estimate)
• PKA: 11.48±0.70(Predicted)
• PSA: 58.20000
• Density: 1.309 g/cm³
• LogP: 2.40980
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 240.089877630
• Heavy Atom Count: 18
• Complexity: 262

Purity/Quality:

98%,99%, ^*data from raw suppliers

Oxanilide >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C(=O)NC2=CC=CC=C2
• Uses: Oxanilide is useful in the synthesis of metal complexs as it can be used as a bidentate ligand.

Technology Process of N,N'-Diphenyloxamide

There total 127 articles about N,N'-Diphenyloxamide 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: 96.0%

aniline (62-53-3) + oxalic acid diethyl ester (95-92-1) → N,N'-Diphenyloxamid (620-81-5)

Guidance literature:

In ethylene glycol; at 120 - 125 ℃; for 6h; Conversion of starting material;

Reference yield: 95.0%

aniline (62-53-3) + 1,1'-oxalylbispyrazole → N,N'-Diphenyloxamid (620-81-5)

Guidance literature:

In acetonitrile; for 1h; Heating;

DOI:10.1248/cpb.42.1931

Reference yield: 90.0%

oxalic acid (144-62-7,97993-78-7) + aniline (62-53-3) → N,N'-Diphenyloxamid (620-81-5)

Guidance literature:

With ZnO nanofluid; at 110 ℃; for 6h; neat (no solvent);

DOI:10.1016/j.catcom.2011.09.023

upstream raw materials:

tetrachloromethane

diphenyl oxalate

N,N'-diphenylmethylenediamine

glycolanilide

Downstream raw materials:

NN'-(4,4'-dichlorodiphenyl)oxamide

N,N'-bis-(2,4-dichloro-phenyl)-oxalamide

bis(phenylimidoyl)chloride

N,N'-diphenyldithiooxamide

Refernces

• 1、 Chen, Fen-Er,Chen, Tao,Cheng, Fei,Huang, Yin-Qiu,Li, Jia-Wei,Xiao, Xiao,Zhou, Chen. "Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters". . . Retrieved 2022/01/04.
• 2、 Ben-David, Yehoshoa,Diskin-Posner, Yael,Milstein, David,Zhou, Quan-Quan,Zou, You-Quan. "Synthesis of oxalamides by acceptorless dehydrogenative coupling of ethylene glycol and amines and the reverse hydrogenation catalyzed by ruthenium". . p. 7188 - 7193. Retrieved 2020/07/23.