Adipic dianilide

Base Information

• Chemical Name: Adipic dianilide
• CAS No.: 4456-80-8
• Molecular Formula: C18H20N2O2
• Molecular Weight: 296.369
• Hs Code.: 2924299090
• European Community (EC) Number: 224-706-5
• UNII: GBK0R78W7K
• DSSTox Substance ID: DTXSID70196222
• Nikkaji Number: J14.620J
• Wikidata: Q83069292
• ChEMBL ID: CHEMBL1603939
• Mol file: 4456-80-8.mol

Synonyms:Adipic dianilide;Adipanilide;N,N'-diphenylhexanediamide;4456-80-8;N,N'-Diphenyladipamide;HEXANEDIANILIDE;Hexanediamine, N,N'-diphenyl-;N,N'-Diphenylhexanediamine;Hexanediamide, N,N'-diphenyl-;EINECS 224-706-5;BRN 2815586;GBK0R78W7K;4-12-00-00471 (Beilstein Handbook Reference);N1,N6-diphenyladipamide;UNII-GBK0R78W7K;MLS001183510;SCHEMBL517309;CHEMBL1603939;DTXSID70196222;HMS2836G04;N1,N6-DIPHENYLHEXANEDIAMIDE;STK008940;AKOS000485173;N(1),N(6)-DIPHENYLHEXANEDIAMIDE;NCGC00247309-01;LS-75064;SMR000502013;FT-0635307

Chemical Property of Adipic dianilide

Chemical Property:

• Boiling Point: 585.3oC at 760 mmHg
• Flash Point: 219.8oC
• PSA: 58.20000
• Density: 1.187g/cm3
• LogP: 3.97020
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 296.152477885
• Heavy Atom Count: 22
• Complexity: 311

Purity/Quality:

99% ^*data from raw suppliers

N(1),N(6)-DIPHENYLHEXANEDIAMIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)CCCCC(=O)NC2=CC=CC=C2

Technology Process of Adipic dianilide

There total 23 articles about Adipic dianilide 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: 75.0%

Adipic acid dichloride (111-50-2) + aniline (62-53-3) → N,N'-diphenyladipamide (4456-80-8)

Guidance literature:

In pyridine; at 20 ℃; for 24h;

DOI:10.3390/50500714

Reference yield: 54.0%

6-Anilino-6-oxohexanoic acid (34413-03-1) + aniline (62-53-3) → N,N'-diphenyladipamide (4456-80-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

Reference yield: 35.0%

Adipic acid (124-04-9) + phenyl isothiocyanate (103-72-0) → N,N'-diphenyladipamide (4456-80-8)

Guidance literature:

at 160 - 170 ℃; for 0.25h; or with pyridine;

upstream raw materials:

Adipic acid

N,N-diphenylurea

1H,1'H-1,1'-hexanedioyl-bis-imidazole

aniline

Downstream raw materials:

N,N'-diphenyl-hexanediyldiamine

7-bromo-1-phenyl-2-phenylimino-2,3,4,5-tetrahydro-1H-azepine

Refernces

• 1、 Adamovskyi, Mykhailo I.,Ryabukhin, Sergey V.,Sibgatulin, Dmitriy A.,Rusanov, Eduard,Grygorenko, Oleksandr O.. "Beyond the five and six: Evaluation of seven-membered cyclic anhydrides in the castagnoli-cushman reaction". supporting information. p. 130 - 133. Retrieved 2017/09/08.
• 2、 Kubicova, Lenka,Waisser, Karel,Kunes, Jiri,Kralova, Katarina,Odlerova, Zelmira,Slosarek, Milan,Janota, Jiri,Svoboda, Zbynek. "Synthesis of N,N′-diarylalkanediamides and their antimycobacterial and antialgal activity". . p. 714 - 726. Retrieved 2007/10/03.