Adipanilic acid

Base Information

• Chemical Name: Adipanilic acid
• CAS No.: 34413-03-1
• Molecular Formula: C12H15NO3
• Molecular Weight: 221.256
• Hs Code.: 2924299090
• UNII: MN74LA4XK0
• Nikkaji Number: J38.833E
• Mol file: 34413-03-1.mol

Synonyms:Adipanilic acid;34413-03-1;6-Anilino-6-oxohexanoic acid;Adipic acid monoanilide;6-oxo-6-(phenylamino)hexanoic acid;MN74LA4XK0;6-Anilino-6-oxobutanoic acid;5-Phenylcarbamoylpentanoic acid;UNII-MN74LA4XK0;Hexanoic acid, 6-oxo-6-(phenylamino)-;L-001302471;Adipanilsaure;SCHEMBL1060805;AKOS009559988

Chemical Property of Adipanilic acid

Chemical Property:

• PSA: 66.40000
• LogP: 2.34310
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 221.10519334
• Heavy Atom Count: 16
• Complexity: 234

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Adipanilic acid

There total 18 articles about Adipanilic acid 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: 84.0%

5-hydroxy-N-phenylpentanamide (606092-23-3) → 6-Anilino-6-oxohexanoic acid (34413-03-1)

Guidance literature:

With potassium permanganate; sodium hydroxide; In water; at 20 ℃;

DOI:10.1002/cssc.201700415

Reference yield: 75.0%

6-oxo-6-(phenylamino)-hexanoic acid methyl ester (64785-82-6) → 6-Anilino-6-oxohexanoic acid (34413-03-1)

Guidance literature:

With lithium hydroxide; In methanol; at 20 ℃; for 2h;

DOI:10.1021/ja0341440

Reference yield: 36.0%

adipic anhydride (2035-75-8) + aniline (62-53-3) → 6-Anilino-6-oxohexanoic acid (34413-03-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 1h;

upstream raw materials:

N-phenyl-adipamic acid ethyl ester

Adipic acid

aniline

6-oxo-6-(phenylamino)-hexanoic acid methyl ester

Downstream raw materials:

6-Oxo-6-piperidin-1-yl-hexanoic acid phenylamide

Adipic acid

aniline

Refernces

• 1、 Guo, Wusheng,Gómez, José Enrique,Martínez-Rodríguez, Luis,Bandeira, Nuno A. G.,Bo, Carles,Kleij, Arjan W.. "Metal-Free Synthesis of N-Aryl Amides using Organocatalytic Ring-Opening Aminolysis of Lactones". . p. 1969 - 1975. Retrieved 2017/05/16.
• 2、 -. "HISTONE DEACETYLASE INHIBITORS AS THERAPEUTICS FOR NEUROLOGICAL DISEASES". Page/Page column 38; 39. . Retrieved 2008/06/13.