N,N'-Dicyclohexyloxamide

Base Information

• Chemical Name: N,N'-Dicyclohexyloxamide
• CAS No.: 3299-64-7
• Molecular Formula: C14H24 N2 O2
• Molecular Weight: 252.357
• Hs Code.: 2924299090
• NSC Number: 317
• DSSTox Substance ID: DTXSID70186623
• Nikkaji Number: J821.085C
• Wikidata: Q83057971
• Mol file: 3299-64-7.mol

Synonyms:N,N'-Dicyclohexyloxamide;3299-64-7;NN'-Dicyclohexyloxamide;N,N'-dicyclohexylethanediamide;NSC317;N1,N2-dicyclohexyloxalamide;Oxamide, N,N'-dicyclohexyl-;SCHEMBL3076504;DTXSID70186623;NSC 317;NSC-317;BFCPRIFFJUHFAD-UHFFFAOYSA-N;Ethanediamide, N1,N2-dicyclohexyl-;MFCD00043694;STK150994;AKOS001701721;FT-0675992;SR-01000510202;SR-01000510202-1

Chemical Property of N,N'-Dicyclohexyloxamide

Chemical Property:

• PSA: 58.20000
• Density: 1.08g/cm3
• LogP: 2.66600
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 252.183778013
• Heavy Atom Count: 18
• Complexity: 262

Purity/Quality:

99% ^*data from raw suppliers

NN''-Dicyclohexyloxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)NC(=O)C(=O)NC2CCCCC2

Technology Process of N,N'-Dicyclohexyloxamide

There total 24 articles about N,N'-Dicyclohexyloxamide 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%

carbon monoxide (201230-82-2) + cyclohexylamine (108-91-8,157973-60-9) → N,N'-dicyclohexyloxamide (3299-64-7) + 1,3-Dicyclohexylurea (2387-23-7)

Guidance literature:

With oxygen; Sulfate; palladium; zirconium(IV) oxide; In acetonitrile; at 135 ℃; for 1h; under 30002.4 Torr; Further Variations:; Catalysts; Reaction partners; Solvents; Product distribution;

DOI:10.1016/S0040-4039(01)00124-1

Reference yield: 84.0%

oxalyl dichloride (79-37-8) + cyclohexylamine (108-91-8,157973-60-9) → N,N'-dicyclohexyloxamide (3299-64-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 12h; Cooling with ice;

DOI:10.1002/chem.201701671

Reference yield: 80.0%

carbon monoxide (201230-82-2) + cyclohexylamine (108-91-8,157973-60-9) → N,N'-dicyclohexyloxamide (3299-64-7)

Guidance literature:

With 1,4-dichloro-2-butene; trans-bis(triphenylphosphine)palladium dichloride; In tetrahydrofuran; at 20 ℃; for 17h; under 38000 Torr;

DOI:10.1246/bcsj.77.2237

upstream raw materials:

N,N'-Dicyclohexylthiooxamid

cyclohexylamine

oxalic acid diethyl ester

Cyclohexyl isocyanide

Downstream raw materials:

N,N’-dicyclohexyl-N,N’-dinitrooxalamide

N-cyclohexylnitramine

Refernces

• 1、 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.
• 2、 Chen, Chia-Wei,Chen, Yi-Ling,Reddy, Daggula Mallikarjuna,Du, Kai,Li, Chao-En,Shih, Bo-Hao,Xue, Yung-Jing,Lee, Chin-Fa. "CuI/Oxalic Diamide-Catalyzed Cross-Coupling of Thiols with Aryl Bromides and Chlorides". supporting information. p. 10087 - 10091. Retrieved 2017/08/01.