N,N'-Diphenylsuberamide

Base Information

• Chemical Name: N,N'-Diphenylsuberamide
• CAS No.: 14354-86-0
• Molecular Formula: C20H24N2O2
• Molecular Weight: 324.41700
• DSSTox Substance ID: DTXSID00574170
• Nikkaji Number: J2.554.066B
• Wikidata: Q82463120
• Mol file: 14354-86-0.mol

Synonyms:N,N'-DIPHENYLSUBERAMIDE;14354-86-0;n,n'-diphenyloctanediamide;Octanediamide, N,N'-diphenyl-;N1,N8-Diphenyloctanediamide;suberoylanilide;SCHEMBL137348;DTXSID00574170;QOSWSNDWUATJBJ-UHFFFAOYSA-N;N~1~,N~8~-Diphenyloctanediamide;AKOS030255375;N,N inverted exclamation mark -Diphenylsuberamide;J-007836

Chemical Property of N,N'-Diphenylsuberamide

Chemical Property:

• Melting Point: 181-184oC
• Boiling Point: 596.148oC at 760 mmHg
• Flash Point: 209.441oC
• PSA: 65.18000
• Density: 1.148g/cm3
• LogP: 5.90340
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Very Slightly, Heated)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 324.183778013
• Heavy Atom Count: 24
• Complexity: 336

Purity/Quality:

97% ^*data from raw suppliers

N,N’-Diphenylsuberamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)CCCCCCC(=O)NC2=CC=CC=C2
• Uses: An intermediate in the production of Suberoylanilide Hydroxamic Acid

Technology Process of N,N'-Diphenylsuberamide

There total 10 articles about N,N'-Diphenylsuberamide 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: 57.0%

suberoyl chloride (10027-07-3) + aniline (62-53-3) → suberic dianilide (14354-86-0)

Guidance literature:

In pyridine; at 20 ℃; for 24h;

DOI:10.3390/50500714

Reference yield: 32.7%

octane-1,8-dioic acid (505-48-6) + aniline (62-53-3) → suberanilic acid (149648-52-2) + suberic dianilide (14354-86-0)

Guidance literature:

octane-1,8-dioic acid; aniline; at 175 - 190 ℃; for 0.333333h; Neat (no solvent);

With potassium hydroxide; In water; for 0.333333h; Nalgene tank;

With hydrogenchloride; In water; Product distribution / selectivity;

Reference yield:

octane-1,8-dioic acid (505-48-6) → suberic dianilide (14354-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 69.2 percent / SOCl₂ / 4 h / 120 °C

2: 57 percent / pyridine / 24 h / 20 °C

With thionyl chloride; In pyridine;

DOI:10.3390/50500714

upstream raw materials:

octane-1,8-dioic acid

aniline

suberoyl ethylcarbonate

suberoyl chloride

Downstream raw materials:

suberanilic acid

Refernces

• 1、 -. "Formulations Of Suberoylanilide Hydroxamic Acid And Methods For Producing Same". Page/Page column 13. . Retrieved 2008/12/05.