2-Anilino-5-nitrobenzoic acid

Base Information

• Chemical Name: 2-Anilino-5-nitrobenzoic acid
• CAS No.: 16927-50-7
• Molecular Formula: C13H10 N2 O4
• Molecular Weight: 258.233
• Hs Code.: 2922499990
• European Community (EC) Number: 660-508-9
• NSC Number: 184730,26560
• DSSTox Substance ID: DTXSID80282569
• Nikkaji Number: J304.626E
• Wikidata: Q82016878
• ChEMBL ID: CHEMBL1621187
• Mol file: 16927-50-7.mol

Synonyms:2-Anilino-5-nitrobenzoic acid;16927-50-7;5-nitro-2-(phenylamino)benzoic acid;5-Nitro-N-phenylanthranilic acid;CHEMBL1621187;NSC26560;Oprea1_578696;SCHEMBL354532;DTXSID80282569;2-Anilino-5-nitrobenzoic acid #;5-nitro-2-(phenylamino)benzoicacid;N-(phenyl)-5-nitroanthranilic acid;5-nitro-2-phenylazanyl-benzoic acid;BDBM50385961;NSC 26560;NSC-26560;NSC184730;AKOS002783774;NSC 184730;NSC-184730;CS-0233483;EN300-133894;A814573;Z55982606

Chemical Property of 2-Anilino-5-nitrobenzoic acid

Chemical Property:

• Vapor Pressure: 5.81E-09mmHg at 25°C
• Boiling Point: 452.1°C at 760 mmHg
• Flash Point: 227.2°C
• PSA: 95.15000
• Density: 1.435g/cm³
• LogP: 3.63280
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 258.06405680
• Heavy Atom Count: 19
• Complexity: 336

Purity/Quality:

99% ^*data from raw suppliers

5-NITRO-N-PHENYLANTHRANILIC ACID Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=C(C=C(C=C2)[N+](=O)[O-])C(=O)O

Technology Process of 2-Anilino-5-nitrobenzoic acid

There total 8 articles about 2-Anilino-5-nitrobenzoic 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: 93.0%

2-chloro-5-nitrobenzoic acid (2516-96-3) + aniline (62-53-3) → NPB (16927-50-7)

Guidance literature:

With copper diacetate; potassium carbonate; at 185 ℃; for 2h; Inert atmosphere;

Reference yield: 90.5%

2-anilino-5-nitro-benzoic acid methyl ester (60042-00-4) → NPB (16927-50-7)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; Reflux;

DOI:10.1124/mol.113.087502

Reference yield: 82.0%

bromobenzene (108-86-1,52753-63-6) + 2-amino-5-nitro-benzoic acid (616-79-5) → NPB (16927-50-7)

Guidance literature:

With copper(l) iodide; potassium carbonate; L-proline; In water; N,N-dimethyl-formamide; at 160 ℃; for 1h; Microwave irradiation;

DOI:10.1016/j.ejmech.2012.04.002

upstream raw materials:

2-chloro-5-nitrobenzoic acid

aniline

2-bromo-5-nitrobenzoic acid

2-fluoro-5-nitrobenzoic acid

Downstream raw materials:

2-Anilino-5-nitrobenzoyl-chlorid

7-nitro-9-chloroacridine

2-nitro-9-aminoacridine

10-methyl-2-nitroacridin-9(10H)-one

Refernces

• 1、 Pant, Preeti Lalit,Shankarling, Ganapati Subray. "Deep Eutectic Solvent/Lipase: Two Environmentally Benign and Recyclable Media for Efficient Synthesis of N-Aryl Amines". . p. 1371 - 1378. Retrieved 2017/08/29.
• 2、 -. "NOVEL FLUORESCENT DYES AND USES THEREOF". Paragraph 0085-0087. . Retrieved 2014/04/04.