N,N'-dibenzyl-N,N'-dimethyloxamide

Base Information

• Chemical Name: N,N'-dibenzyl-N,N'-dimethyloxamide
• CAS No.: 14288-21-2
• Molecular Formula: C18H20N2O2
• Molecular Weight: 296.36400
• European Community (EC) Number: 665-922-3
• DSSTox Substance ID: DTXSID90400772
• Wikidata: Q82203792
• Mol file: 14288-21-2.mol

Synonyms:N,N'-dibenzyl-N,N'-dimethyloxamide;14288-21-2;Ethanediamide, N,N'-dimethyl-N,N'-bis(phenylmethyl)-;DTXSID90400772;AKOS024324006;Z2028282859

Chemical Property of N,N'-dibenzyl-N,N'-dimethyloxamide

Chemical Property:

• PSA: 40.62000
• LogP: 2.30360
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 296.152477885
• Heavy Atom Count: 22
• Complexity: 335

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(CC1=CC=CC=C1)C(=O)C(=O)N(C)CC2=CC=CC=C2

Technology Process of N,N'-dibenzyl-N,N'-dimethyloxamide

There total 4 articles about N,N'-dibenzyl-N,N'-dimethyloxamide 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: 30.0%

2-(benzyl(methyl)amino)-2-oxoacetic acid → 2-methylisoindolin-1-one (5342-91-6) + N,N’-dibenzyl-N,N’-dimethyloxalamide (14288-21-2)

Guidance literature:

With ammonium peroxydisulfate; copper diacetate; silver nitrate; In dichloromethane; water; for 3h; Heating;

DOI:10.1021/jo00122a020

Reference yield: 22.0%

carbon monoxide (201230-82-2) + benzyl-methyl-amine (103-67-3) → N,N’-dibenzyl-N,N’-dimethyloxalamide (14288-21-2)

Guidance literature:

With dichloro[2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II); In N,N-dimethyl acetamide; at 35 ℃; for 30h; Inert atmosphere; Autoclave; Irradiation;

DOI:10.1002/chem.202100009

Reference yield: 14.0%

ethyl benzyl(methyl)carbamate (59325-17-6) → N,N’-dibenzyl-N,N’-dimethyloxalamide (14288-21-2)

Guidance literature:

With sodium; In xylene; for 9h; Heating;

DOI:10.1021/jo00392a042

upstream raw materials:

ethyl benzyl(methyl)carbamate

sodium methylate

carbon monoxide

benzyl-methyl-amine

Refernces

• 1、 Minisci, Francesco,Fontana, Francesca,Coppa, Fausta,Yan, Yong Ming. "Reactivity of Carbamoyl Radicals. A New, General, Convenient Free-Radical Synthesis of Isocyanates from Monoamides of Oxalic Acid". . p. 5430 - 5433. Retrieved 2007/10/02.
• 2、 Wakita, Yoshiaki,Noma, Shun-Ya,Maeda, Minoru,Kojima, Masaharu. "N,N-DISUBSTITUTED LITHIUM BIS(CARBAMOYL)CUPRATE. A CONVENIENT COMPLEX FOR ONE-POT CONVERSIONS OF AMINES TO FORMAMIDES, OXAMIDES, CARBAMATES, AND OXAMIC ACIDS". . p. 379 - 390. Retrieved 2007/10/02.