2-Amino-5-nitrobenzoic acid

Base Information

• Chemical Name: 2-Amino-5-nitrobenzoic acid
• CAS No.: 616-79-5
• Molecular Formula: C7H6N2O4
• Molecular Weight: 182.136
• Hs Code.: 2936.29
• European Community (EC) Number: 210-493-6
• NSC Number: 63867,16208
• DSSTox Substance ID: DTXSID8060668
• Nikkaji Number: J7.034C
• Wikidata: Q27130976
• Metabolomics Workbench ID: 61565
• ChEMBL ID: CHEMBL39476
• Mol file: 616-79-5.mol

Synonyms:2-AMINO-5-NITROBENZOIC ACID;616-79-5;5-Nitroanthranilic acid;Benzoic acid, 2-amino-5-nitro-;2-Amino-5-nitro-benzoic acid;5NAA;Anthranilic acid, 5-nitro-;MFCD00017039;1-amino-2-carboxy-4-nitrobenzene;CHEBI:61280;EINECS 210-493-6;NSC 16208;NSC 63867;2-Amino-5-nitrobenzoicacid;2-Amino-5-nitro-benzoicacid;5-Nitroantranilic acid;5-nitro-anthranilic acid;Cambridge id 5161184;NCIOpen2_000213;CHEMBL39476;SCHEMBL377824;2-azanyl-5-nitro-benzoic acid;DTXSID8060668;BCP19327;NSC16208;NSC63867;STR03468;2-Amino-5-nitrobenzoic acid, 95%;BBL000333;NSC-16208;NSC-63867;STK267557;AKOS000120536;AKOS040744422;AC-7405;AM62640;CS-W020043;NCGC00336357-01;BP-20119;SY006070;A8545;FT-0602781;N0644;EN300-17935;C19788;AB01330342-02;2-Amino-5-nitrobenzoic acid, technical grade, 90%;Q-103157;Q27130976;Z57124408;F0211-0001;6R6

Chemical Property of 2-Amino-5-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: bright yellow powder
• Vapor Pressure: 1.92E-08mmHg at 25°C
• Melting Point: 270 °C (dec.)(lit.)
• Refractive Index: 1.5880 (estimate)
• Boiling Point: 437.9 °C at 760 mmHg
• PKA: 4.08±0.10(Predicted)
• Flash Point: 218.6 °C
• PSA: 109.14000
• Density: 1.568 g/cm³
• LogP: 1.97960
• Storage Temp.: Refrigerator
• Solubility.: Insoluble
• Water Solubility.: Insoluble
• 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% ^*data from raw suppliers

5-Nitroanthranilic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C(=O)O)N
• Uses: 2-Amino-5-nitrobenzoic acid, is used as an intermediate for dyes and pharmaceuticals.

Technology Process of 2-Amino-5-nitrobenzoic acid

There total 50 articles about 2-Amino-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: 98.0%

5-nitroisatin (611-09-6) → 2-amino-5-nitro-benzoic acid (616-79-5)

Guidance literature:

5-nitroisatin; With potassium hydroxide; dihydrogen peroxide; for 0.5h; cooling;

With sulfuric acid; at 20 ℃; pH=1 - 2;

DOI:10.1002/jhet.5570410426

Reference yield: 81.0%

2-(4,5-dihydrooxazol-2-yl)-4-nitroaniline → 2-amino-5-nitro-benzoic acid (616-79-5)

Guidance literature:

2-(4,5-dihydrooxazol-2-yl)-4-nitroaniline; With hydrogenchloride; In water; at 100 ℃; for 2h; Sealed tube;

With sodium hydroxide; In methanol; water; at 100 ℃; for 1h;

DOI:10.1002/adsc.201700186

Reference yield: 80.0%

5-nitroanthranilonitrile (17420-30-3) → 2-amino-5-nitro-benzoic acid (616-79-5)

Guidance literature:

With sodium hydroxide; acetic acid; for 6h; Heating;

DOI:10.1002/mrc.1260271102

upstream raw materials:

4-nitrophthalic anhydride

2-fluoro-5-nitrobenzoic acid

4-nitrophthalic amide

N-(2-formyl-4-nitrophenyl)acetamide

Downstream raw materials:

5-nitro-N-acetylanthranilic acid

6-nitroquinazolone

1-Methoxymethyl-5-nitro-1,3-benzoxazin-4-on

2-(2-amino-5-nitro-phenyl)-6-nitro-benzo[d][1,3]oxazin-4-one

Refernces

• 1、 Sumpter,Jones. "-". . p. 1802. Retrieved 1943.
• 2、 Bhavani, A. K. D.,Kumar, A. Kishore,Ramakrishna, K.,Shankaraiah, P.. "Synthesis and Cytotoxicity of Quinazolin-4(3H)-one Based Peptides". . p. 720 - 724. Retrieved 2020/07/02.
• 3、 Han, Sheng,Sang, Yali,Wu, Yan,Tao, Yuan,Pannecouque, Christophe,De Clercq, Erik,Zhuang, Chunlin,Chen, Fen-Er. "Molecular Hybridization-Inspired Optimization of Diarylbenzopyrimidines as HIV-1 Nonnucleoside Reverse Transcriptase Inhibitors with Improved Activity against K103N and E138K Mutants and Pharmacokinetic Profiles". . . Retrieved 2019/11/11.