Ethanediamide, tetraethyl-

Base Information

• Chemical Name: Ethanediamide, tetraethyl-
• CAS No.: 14288-05-2
• Molecular Formula: C10H20N2O2
• Molecular Weight: 200.281
• Mol file: 14288-05-2.mol

Synonyms:tetraethyl-oxalamide;N,N,N'N'-tetraethyl oxamide;Ethanediamide,tetraethyl;Tetraaethyl-oxamid;Tetraaethyl-oxalamid;

Chemical Property of Ethanediamide, tetraethyl-

Chemical Property:

• Melting Point: 35-36 °C
• Boiling Point: 142 °C(Press: 4 Torr)
• PSA: 40.62000
• Density: 0.989±0.06 g/cm3(Predicted)
• LogP: 0.72320

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethanediamide, tetraethyl-

There total 11 articles about Ethanediamide, tetraethyl- 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: 90.0%

carbon monoxide (201230-82-2) + benzenenesulfenyl dimethylamine (6667-19-2) → N,N'-diethylurea (623-76-7) + N,N,N',N'-tetraethyloxamide (14288-05-2) + diethylamine (109-89-7) + diethylthiocarbamic acid S-phenyl ester (51861-23-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In pyridine; at 80 ℃; for 10h; under 14701.2 Torr;

DOI:10.1021/jo9823137

Reference yield: 81.0%

carbon monoxide (201230-82-2) + N,N-diethyl-S-(3-methoxy-phenyl)-thiohydroxylamine → N,N'-diethylurea (623-76-7) + N,N,N',N'-tetraethyloxamide (14288-05-2) + diethylamine (109-89-7) + diethyl-thiocarbamic acid S-(3-methoxy-phenyl) ester

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In pyridine; at 80 ℃; for 3h; under 14701.2 Torr;

DOI:10.1021/jo9823137

Reference yield: 80.0%

bis(diethylamin)nickeldibromid (14873-98-4) + diethylamine (109-89-7) → N-formyldiethylamine (617-84-5) + N,N,N',N'-tetraethylurea (1187-03-7) + N,N,N',N'-tetraethyloxamide (14288-05-2) + diethylamine hydrobromide (6274-12-0) + tetracarbonyl nickel (13463-39-3,71564-36-8)

Guidance literature:

With carbon monoxide; In tetrahydrofuran; diethyl ether; reaction in THF/Et2O = 2/1 soln., room temp., under CO (1 bar);

DOI:10.1016/S0022-328X(00)99113-7

upstream raw materials:

1,1-Dibromoethane

carbon monoxide

diethylamine

1-Phenylprop-1-yne

Downstream raw materials:

N,N,N',N'-Tetraethylethylenediamine

diethylamino-diphenyl-acetic acid diethylamide

3,4-hexanedione

Refernces

• 1、 Kuniyasu, Hitoshi,Hiraike, Hiroshi,Morita, Masaki,Tanaka, Aoi,Sugoh, Kunihiko,Kurosawa, Hideo. "Palladium-catalyzed azathiolation of carbon monoxide". . p. 7305 - 7308. Retrieved 2007/10/05.
• 2、 Ozawa, Fumiyuki,Soyama, Hidehiko,Yanagihara, Hisayoshi,Aoyama, Issei,Takino, Hiroaki,et al.. "Palladium-Catalysed Double Carbonylation of Aryl Halides To Give α-Keto Amides. Mechanistic Studies". . p. 3235 - 3245. Retrieved 2007/10/02.