Diethylpyruvamide

Base Information

• Chemical Name: Diethylpyruvamide
• CAS No.: 22381-21-1
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• NSC Number: 638607
• DSSTox Substance ID: DTXSID10276294
• Nikkaji Number: J1.112.805J
• Wikidata: Q82006734
• Mol file: 22381-21-1.mol

Synonyms:Diethylpyruvamide;N,N-Diethyl-2-oxopropanamide;Propanamide, N,N-diethyl-2-oxo-;NSC638607;22381-21-1;N,N-diethylpyruvamide;N,N-diethyl-2-oxo-propanamide;N,N-diethyl-2-oxo-propionamide;SCHEMBL10162448;DTXSID10276294;NSC-638607

Chemical Property of Diethylpyruvamide

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)C(=O)C

Technology Process of Diethylpyruvamide

There total 7 articles about Diethylpyruvamide 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: 93.0%

trans-PdMe(I)(PMePh2)2 (42582-53-6) + carbon monoxide (201230-82-2) + diethylamine (109-89-7) → diethylacetamide (685-91-6) + N,N-diethyl-2-oxo-propanamide (22381-21-1)

Guidance literature:

In tetrahydrofuran; 10 atm CO pressure, magnetically stirred at room temp. for 1 day, totalyield: 95%;

DOI:10.1246/cl.1982.865

Reference yield:

N,N-diethyl-3-chloro-2,3-dihydro-2-methyl-3,4-diphenyl-2-azetecarboxamide (84109-33-1) → N,N-diethyl-2-oxo-propanamide (22381-21-1) + Desyl chloride (447-31-4)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1002/recl.19881070204

Reference yield:

carbon monoxide (201230-82-2) + diethylamine (109-89-7) → diethylacetamide (685-91-6) + N,N-diethyl-2-oxo-propanamide (22381-21-1)

Guidance literature:

In tetrahydrofuran; for 24h; under 760 Torr; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1246/cl.1982.865

upstream raw materials:

1-(diethylamino)propan-2-one

N,N-diethyl-3-chloro-2,3-dihydro-2-methyl-3,4-diphenyl-2-azetecarboxamide

carbon monoxide

diethylamine

Downstream raw materials:

N-ethyl-lactamide

3-ethyl-2,5-dimethyl-oxazolidin-4-one

Refernces

• 1、 Kapteijn, Gerardus M.,Dervisi, Athanasia,Verhoef, Michel J.,Van Den Broek, M.A. Frederik H.,Grove, David M.,Van Koten, Gerard. "Chemistry of diamino-ligated methylpalladium(II) alkoxides and aryloxides (Part II): Methoxide formation and carbonylation reactions". . p. 123 - 131. Retrieved 2007/10/03.
• 2、 Ozawa, Fumiyuki,Sugimoto, Takeshi,Yamamoto, Takakazu,Yamamoto, Akio. "Preparation of trans-Pd(COCOR)Cl(PMePh2)2 complexes (R = Ph and Me) and their reactivities related to double carbonylation promoted by palladium". . p. 692 - 697. Retrieved 2008/10/08.