2-(Naphthalen-1-ylamino)benzoic acid

Base Information

• Chemical Name: 2-(Naphthalen-1-ylamino)benzoic acid
• CAS No.: 13278-41-6
• Molecular Formula: C17H13 N O2
• Molecular Weight: 263.296
• Hs Code.: 2922499990
• ChEMBL ID: CHEMBL4443206
• DSSTox Substance ID: DTXSID30479023
• Nikkaji Number: J1.897.744C
• Wikidata: Q82312866
• Mol file: 13278-41-6.mol

Synonyms:2-(Naphthalen-1-ylamino)benzoic acid;13278-41-6;2-(NAPHTHALEN-1-YLAMINO)-BENZOIC ACID;2-[(naphthalen-1-yl)amino]benzoic acid;CHEMBL4443206;Oprea1_513527;N-1-naphthyl anthranilic acid;SCHEMBL1147050;DTXSID30479023;BDBM50504084;AKOS003625503;FT-0703945

Chemical Property of 2-(Naphthalen-1-ylamino)benzoic acid

Chemical Property:

• Vapor Pressure: 8.3E-09mmHg at 25°C
• Refractive Index: 1.726
• Boiling Point: 447.9°Cat760mmHg
• Flash Point: 224.7°C
• PSA: 49.33000
• Density: 1.302g/cm³
• LogP: 4.35460
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 263.094628657
• Heavy Atom Count: 20
• Complexity: 344

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2NC3=CC=CC=C3C(=O)O

Technology Process of 2-(Naphthalen-1-ylamino)benzoic acid

There total 12 articles about 2-(Naphthalen-1-ylamino)benzoic 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: 98.0%

2-Iodobenzoic acid (88-67-5) + 1-amino-naphthalene (134-32-7) → N-(1-naphthyl)anthranilic acid (13278-41-6)

Guidance literature:

With potassium carbonate; CuPy₂Cl₂; at 75 ℃; for 0.333333h; microwave irradiation;

DOI:10.3184/030823407X255597

Reference yield: 98.0%

ethyl 2-(naphthalen-1-ylamino)benzoate → N-(1-naphthyl)anthranilic acid (13278-41-6)

Guidance literature:

ethyl 2-(naphthalen-1-ylamino)benzoate; With water; sodium hydroxide; In tetrahydrofuran; ethanol; for 1h; Reflux;

With hydrogenchloride; In water;

DOI:10.1021/acs.jmedchem.9b00632

Reference yield: 97.0%

1-amino-naphthalene (134-32-7) + 2-bromobenzoic-acid (88-65-3) → N-(1-naphthyl)anthranilic acid (13278-41-6)

Guidance literature:

With potassium carbonate; copper(I) oxide; copper; In 2-ethoxy-ethanol; at 130 ℃; for 24h;

DOI:10.1021/jo060034a

upstream raw materials:

1-amino-naphthalene

potassium 2-chlorobenzoate

ortho-chlorobenzoic acid

water

Downstream raw materials:

2-(Naphthalen-1-ylamino)-benzoic acid 2-[(E)-2,4-dioxo-imidazolidin-1-ylimino]-ethyl ester

7-phenoxybenzo[c]acridine

Refernces

• 1、 Chen, Rui,Huo, Lini,Jaiswal, Yogini,Huang, Jiayong,Zhong, Zhenguo,Zhong, Jing,Williams, Leonard,Xia, Xing,Liang, Yan,Yan, Zhenshuo. "Design, synthesis, antimicrobial, and anticancer activities of acridine thiosemicarbazides derivatives". . . Retrieved 2019.
• 2、 -. "7-p-methoxybenzyl-amino-benzo[c]acridine hydrochloride and preparation method and application thereof". Paragraph 0029; 0037; 0041; 0042; 0043. . Retrieved 2016/10/10.