N,N'-Dimethoxy-N,N'-dimethyloxamide

Base Information

• Chemical Name: N,N'-Dimethoxy-N,N'-dimethyloxamide
• CAS No.: 106675-70-1
• Molecular Formula: C6H12N2O4
• Molecular Weight: 176.172
• Hs Code.: 2924199090
• European Community (EC) Number: 625-709-8
• DSSTox Substance ID: DTXSID30391079
• Nikkaji Number: J680.920K
• Wikidata: Q72467901
• Mol file: 106675-70-1.mol

Synonyms:106675-70-1;N,N'-Dimethoxy-N,N'-dimethyloxamide;N1,N2-Dimethoxy-N1,N2-dimethyloxalamide;N,N/'-Dimethoxy-N,N/'-dimethyloxamide;MFCD02326951;N,N'-Oxalylbis[methoxy(methyl)amine];SCHEMBL3624066;OXSWGKZLVLVHIS-UHFFFAOYSA-;DTXSID30391079;OXSWGKZLVLVHIS-UHFFFAOYSA-N;N,N'-Dimethoxy-N,N-dimethyloxamide;AC2835;n,n'-dimethyl-n,n'-dimethoxy oxamide;AKOS015852594;N,N'-dimethoxy-N,N'-dimethyl oxamide;AS-61343;SY053148;N,N'-dimethoxy-N,N'-dimethyl-ethanediamide;CS-0151369;D2961;FT-0653791;N,N'-dimethoxy-N'',N'''-dimethylethanediamide;A801481;N,N'-DIMETHOXY-N,N'-DIMETHYLETHANEDIAMIDE;N,N'-Dimethoxy-N,N'-dimethyloxamide, >=97.0%;J-001625;(3,5-DIMETHYL-1-PHENYL-1H-PYRAZOL-4-YL)ACETICACID;InChI=1/C6H12N2O4/c1-7(11-3)5(9)6(10)8(2)12-4/h1-4H3

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

Chemical Property:

• Melting Point: 89-95 °C
• Boiling Point: 192.2 °C at 760 mmHg
• Flash Point: 70.1 °C
• PSA: 59.08000
• Density: 1.181 g/cm³
• LogP: -0.97400
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 176.07970687
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

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

N,N''-Dimethoxy-N,N''-dimethyloxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C(=O)C(=O)N(C)OC)OC
• Uses: N,N''-Dimethoxy-N,N''-dimethyloxamide is used in preparation of N-aryl and heteroarylamide compounds as modulators of store-operated calcium (SOC) channels.

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

There total 8 articles about N,N'-Dimethoxy-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: 95.0%

oxalyl dichloride (79-37-8) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N1,N2-dimethoxy-N1,N2-dimethyloxalamide (106675-70-1)

Guidance literature:

With pyridine; at 0 ℃; for 1h;

DOI:10.1021/jo00121a021

Reference yield: 87.9%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + oxalic acid diethyl ester (95-92-1) → N1,N2-dimethoxy-N1,N2-dimethyloxalamide (106675-70-1)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; oxalic acid diethyl ester; With sodium methylate; In methanol; at -10 - 8 ℃; for 1.5 - 3h;

With hydrogenchloride; In methanol; water; at 5 - 15 ℃; Product distribution / selectivity;

Reference yield: 86.0%

oxalic acid (144-62-7,97993-78-7) + N,0-dimethylhydroxylamine (1117-97-1) → N1,N2-dimethoxy-N1,N2-dimethyloxalamide (106675-70-1)

Guidance literature:

oxalic acid; N,0-dimethylhydroxylamine; In toluene; at 0 ℃; for 0.166667h;

With phosphorus trichloride; In toluene; at 20 - 60 ℃; for 0.5h;

DOI:10.1055/s-0033-1340317

upstream raw materials:

oxalyl dichloride

N,O-dimethylhydroxylamine*hydrochloride

oxalic acid diethyl ester

diphenyl oxalate

Downstream raw materials:

4,4'-dichlorobenzil

2-(4-chlorophenyl)-N-methyl-2-oxoacetamide

N-Methoxy-N-methyl-α-oxo-4'-chlorobenzeneacetamide

1,2-bis(4-methoxyphenyl)-1,2-ethanedione

Refernces

• 1、 -. "Preparation method of natural product resveratrol dimer diphosphate derivative". Paragraph 0016-0017. . Retrieved 2021/09/04.
• 2、 Guercio, Giuseppe,Bacchi, Sergio,Goodyear, Michael,Carangio, Antonella,Tinazzi, Francesco,Curti, Stefano. "Synthesis of the NK1 receptor antagonist GW597599. Part 1: development of a scalable route to a key chirally pure arylpiperazine". . p. 1188 - 1194. Retrieved 2013/01/03.