4-Nitroanthranilic acid

Base Information

• Chemical Name: 4-Nitroanthranilic acid
• CAS No.: 619-17-0
• Molecular Formula: C7H6N2O4
• Molecular Weight: 182.136
• Hs Code.: 29224999
• European Community (EC) Number: 210-583-5
• NSC Number: 7789
• UNII: D7402082SS
• DSSTox Substance ID: DTXSID8020963
• Nikkaji Number: J1.669A
• Wikidata: Q27145223
• ChEMBL ID: CHEMBL1603870
• Mol file: 619-17-0.mol

Synonyms:2-Amino-4-nitrobenzoic acid;619-17-0;4-NITROANTHRANILIC ACID;Benzoic acid, 2-amino-4-nitro-;2-Amino-4-nitrobenzoicacid;Anthranilic acid, 4-nitro-;NCI-C01945;2-amino-4-nitro-benzoic acid;4-nitro-2-aminobenzoic acid;CCRIS 441;HSDB 4114;NSC 7789;EINECS 210-583-5;MFCD00007262;BRN 0785071;DTXSID8020963;UNII-D7402082SS;CHEBI:75335;NSC-7789;D7402082SS;4-14-00-01087 (Beilstein Handbook Reference);DTXCID00963;CAS-619-17-0;2-Amino-4-nitro-benzoicacid;4-nitroanthranilate;p-Nitroanthranilic acid;4-nitrroanthranilic acid;WLN: WNR C1 DVQ;SCHEMBL436780;CHEMBL1603870;2-CARBOXY-5-NITROANILINE;NSC7789;Tox21_201312;Tox21_302942;BBL034649;STK661381;AKOS001044179;4-NITROANTHRANILIC ACID [HSDB];AC-2570;CS-W002027;LS-1474;PS-6128;NCGC00091675-01;NCGC00091675-02;NCGC00091675-03;NCGC00091675-04;NCGC00256461-01;NCGC00258864-01;BP-10411;SY002165;A8572;AM20060241;EU-0086006;FT-0619199;N0522;EN300-17254;4-Nitroanthranilic acid, technical grade, 90%;N-2560;AB01322613-02;AN-584/40848509;SR-01000532452;Q-103154;SR-01000532452-1;Q27145223;Z56899198

Chemical Property of 4-Nitroanthranilic acid

Chemical Property:

• Appearance/Colour: Orange crystalline powder
• Vapor Pressure: 3.29E-08mmHg at 25°C
• Melting Point: 257 °C (dec.)(lit.)
• Refractive Index: 1.681
• Boiling Point: 431.4 °C at 760 mmHg
• PKA: 3.92±0.13(Predicted)
• Flash Point: 214.7 °C
• PSA: 109.14000
• Density: 1.568 g/cm³
• LogP: 1.97960
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: <0.01 g/100 mL at 22℃
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 182.03275668
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

99.9% ^*data from raw suppliers

2-Amino-4-nitrobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitrobenzoic Acids
• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])N)C(=O)O

Technology Process of 4-Nitroanthranilic acid

There total 26 articles about 4-Nitroanthranilic 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: 75.0%

diethyl 2,4-dinitrobenzylidenemalonate (87840-68-4) → 4-Nitroanthranilic acid (619-17-0)

Guidance literature:

With diethylamine; tert-butyl alcohol; for 48h; Ambient temperature;

DOI:10.1055/s-1983-30462

Reference yield: 67.0%

2,4-dinitrobenzoic acid (610-30-0) → 4-Nitroanthranilic acid (619-17-0)

Guidance literature:

With ferrous(II) sulfate heptahydrate; ammonia; In water; at 50 - 60 ℃;

DOI:10.3184/174751911X12964930076809

Reference yield: 62.0%

2-chloro-4-nitrobenzoic acid (99-60-5) → 4-Nitroanthranilic acid (619-17-0)

Guidance literature:

2-chloro-4-nitrobenzoic acid; With copper(l) iodide; sodium azide; ethanol; caesium carbonate; N,N`-dimethylethylenediamine; at 20 - 95 ℃; Inert atmosphere; Sealed tube;

With hydrogenchloride; In water; pH=2 - 3;

DOI:10.1021/jo100345t

upstream raw materials:

4-nitrophthalic anhydride

4-nitrophthalic amide

2-acetamido-4-nitrobenzoic acid

diethyl 2,4-dinitrobenzylidenemalonate

Downstream raw materials:

2-acetamido-4-nitrobenzoic acid

2-benzoylamino-4-nitro-benzoic acid

ethyl 2-amino-4-nitrobenzoate

2-ethylamino-4-nitro-benzoic acid

Refernces

• 1、 -. "Synthesis method of 2,4-diaminobenzoic acid". Paragraph 0006. . Retrieved 2016/11/09.
• 2、 Plater, M. John,Vassiliev, Ken. "The detection of glycine from the treatment of glyoxylic acid with iron(II) sulfate and ammonia in water". experimental part. p. 129 - 132. Retrieved 2011/07/29.