Anthranilic acid, N-(o-nitrophenyl)-

Base Information

• Chemical Name: Anthranilic acid, N-(o-nitrophenyl)-
• CAS No.: 5933-35-7
• Molecular Formula: C13H10N2O4
• Molecular Weight: 258.233
• Hs Code.: 2922499990
• European Community (EC) Number: 684-737-9
• NSC Number: 406464
• UNII: PM9XR2Z6YD
• DSSTox Substance ID: DTXSID40208063
• Nikkaji Number: J55.381F
• Wikidata: Q83082141
• Mol file: 5933-35-7.mol

Synonyms:2-(2-nitroanilino)benzoic acid;5933-35-7;N-o-Nitrophenylanthranilic acid;Anthranilic acid, N-o-nitrophenyl-;Anthranilic acid, N-(o-nitrophenyl)-;N-(2-Nitrophenyl)anthranilic acid;2-(2-Nitrophenylamino)benzoic acid;N-(o-Nitrophenyl)anthranilic acid;NSC 406464;BRN 2143688;NSC-406464;Benzoic acid, 2-((2-nitrophenyl)amino)-;Benzoic acid, 2-[(2-nitrophenyl)amino]-;2-[(2-nitrophenyl)amino]benzoic acid;PM9XR2Z6YD;SCHEMBL453183;2'-Nitro-2-carboxydiphenylamine;2-Carboxy-2'-nitrodiphenylamine;BDBM35898;DTXSID40208063;NSC406464;2-(2-nitro-phenylamino)-benzoic acid;AKOS024323112;Anthranilic acid, n-(o-nitrophenyl)-,;Benzoic acid, 2-[(2-nitrophenyl)amino];LS-20556

Chemical Property of Anthranilic acid, N-(o-nitrophenyl)-

Chemical Property:

• Vapor Pressure: 2.19E-08mmHg at 25°C
• Melting Point: 216 °C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 436.3°Cat760mmHg
• PKA: 3.62±0.36(Predicted)
• Flash Point: 217.7°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: 342

Purity/Quality:

99% ^*data from raw suppliers

N-(2-NITROPHENYL)ANTHRANILIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Anthranilic acid, N-(o-nitrophenyl)-

There total 19 articles about Anthranilic acid, N-(o-nitrophenyl)- 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: 96.0%

2-nitrophenyl bromide (577-19-5) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → N-(2-nitrophenyl)anthranilic acid (5933-35-7)

Guidance literature:

2-nitrophenyl bromide; anthranilic acid; With potassium carbonate; copper; In pentan-1-ol; at 140 ℃; for 3.5h;

With hydrogenchloride; water;

Reference yield: 85.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → N-(2-nitrophenyl)anthranilic acid (5933-35-7)

Guidance literature:

anthranilic acid; ortho-nitrofluorobenzene; With copper; potassium carbonate; In N,N-dimethyl-formamide; for 12h; Reflux; Large scale reaction;

With acetic acid; In water; N,N-dimethyl-formamide; at 25 ℃; Large scale reaction;

DOI:10.1155/2011/212014

Reference yield: 79.0%

2-nitro-aniline (88-74-4) + ortho-chlorobenzoic acid (118-91-2) → N-(2-nitrophenyl)anthranilic acid (5933-35-7)

Guidance literature:

With pyridine; copper; potassium carbonate; In water; for 0.333333h; sonication;

DOI:10.1081/SCC-120018938

upstream raw materials:

2-nitrophenyl bromide

anthranilic acid

2-Chloronitrobenzene

phenylglycine-o-carboxylic acid

Downstream raw materials:

2-(2-aminophenylamino)benzoic acid

2-[(2-nitrophenyl)amino]benzamide

N-ethoxycarbonylmethyl-N-(2-nitro-phenyl)-anthranilic acid

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

Refernces

• 1、 Adhikari, Susanta,Ghosh, Avijit,Mandal, Sandip,Sahana, Animesh,Das, Debasis. "Zn2+ mediated solvent free solid state red emitting fluorescent complex formation in a mortar-pestle along with living cell imaging studies". . p. 33878 - 33884. Retrieved 2015/04/27.
• 2、 Kataria,Solanki,Trivedi,Shah. "Synthesis and characterization of 1-carboxyphenothiazine derivatives bearing nitrogen mustard as promising class of antitubercular agents". . p. 951 - 956. Retrieved 2013/12/04.