Anthranilic acid, N-(p-butylphenyl)-

Base Information

• Chemical Name: Anthranilic acid, N-(p-butylphenyl)-
• CAS No.: 17332-55-7
• Molecular Formula: C17H19 N O2
• Molecular Weight: 269.343
• DSSTox Substance ID: DTXSID50169590
• Wikidata: Q83039308
• Mol file: 17332-55-7.mol

Synonyms:N-(p-Butylphenyl)anthranilic acid;Anthranilic acid, N-(p-butylphenyl)-;BRN 2942513;ITF-200;2-((4-Butylphenyl)amino)benzoic acid;Benzoic acid, 2-((4-butylphenyl)amino)-;17332-55-7;Oprea1_521557;SCHEMBL16489009;DTXSID50169590;AKOS012847878;LS-20461

Chemical Property of Anthranilic acid, N-(p-butylphenyl)-

Chemical Property:

• Vapor Pressure: 5.42E-08mmHg at 25°C
• Boiling Point: 425.3°Cat760mmHg
• Flash Point: 211°C
• Density: 1.151g/cm³
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 269.141578849
• Heavy Atom Count: 20
• Complexity: 297

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC=C(C=C1)NC2=CC=CC=C2C(=O)O

Technology Process of Anthranilic acid, N-(p-butylphenyl)-

There total 4 articles about Anthranilic acid, N-(p-butylphenyl)- 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: 92.0%

methyl 2-((4-butylphenyl)amino)benzoate → 2-(4'-n-butylphenyl)aminobenzoic acid (17332-55-7)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 100 ℃; for 1h;

DOI:10.1016/j.tet.2019.130759

Reference yield:

4-Butylaniline (104-13-2) + ortho-chlorobenzoic acid (118-91-2) → 2-(4'-n-butylphenyl)aminobenzoic acid (17332-55-7)

Guidance literature:

With copper(I) oxide; copper; potassium carbonate; In ethyl methyl ether; at 140 ℃; for 5h;

DOI:10.1002/adsc.201100563

Reference yield:

4-Butylaniline (104-13-2) + 2-Iodobenzoic acid (88-67-5) → 2-(4'-n-butylphenyl)aminobenzoic acid (17332-55-7)

Guidance literature:

With copper; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 20h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113564

upstream raw materials:

4-Butylaniline

ortho-chlorobenzoic acid

2-Iodobenzoic acid

Downstream raw materials:

10-benzyloxycarbonyl-2-n-butyl-9,10-dihydroacridine

Refernces

• 1、 Higgins, Clare L.,Filip, Sorin V.,Afsar, Ashfaq,Hayes, Wayne. "Increasing the antioxidant capability via the synergistic effect of coupling diphenylamine with sterically hindered phenol". . . Retrieved 2019/11/28.
• 2、 Gao, Chunmei,Li, Bin,Zhang, Bin,Sun, Qinsheng,Li, Lulu,Li, Xi,Chen, Changjun,Tan, Chunyan,Liu, Hongxia,Jiang, Yuyang. "Synthesis and biological evaluation of benzimidazole acridine derivatives as potential DNA-binding and apoptosis-inducing agents". supporting information. p. 1800 - 1807. Retrieved 2015/03/30.