2-Amino-6-nitrobenzoic acid

Base Information

• Chemical Name: 2-Amino-6-nitrobenzoic acid
• CAS No.: 50573-74-5
• Molecular Formula: C7H6N2O4
• Molecular Weight: 182.136
• Hs Code.: 2922499990
• NSC Number: 36953
• DSSTox Substance ID: DTXSID20198594
• Nikkaji Number: J89.563F
• Wikidata: Q72439964
• Mol file: 50573-74-5.mol

Synonyms:2-Amino-6-nitrobenzoic acid;50573-74-5;Benzoic acid, 2-amino-6-nitro-;2-amino-6-nitro-benzoic acid;6-Nitroanthranilic Acid;MFCD00034785;NSC 36953;2-Amino-6-nitrobenzoicacid;6-Nitroanthranilic Acid , 97.0%(Lc&T;NSC36953;6-Nitroanthanilic acid;6-nitro-anthranilic acid;6-Nitro-2-Aminobenzoesaure;SCHEMBL283612;2-nitro-6-amino benzoic acid;AMY7264;DTXSID20198594;BCP32987;BBL102581;NSC-36953;STL556384;AKOS015854808;AC-2863;CS-W002163;GS-4450;PB42937;2-Amino-6-nitrobenzoic acid, AldrichCPR;SY003157;FT-0701377;N0818;EN300-93139;A854612;AE-848/01467029;J-508011;Z1255442308

Chemical Property of 2-Amino-6-nitrobenzoic acid

Chemical Property:

• Vapor Pressure: 1.55E-07mmHg at 25°C
• Melting Point: 189 °C (decomp)
• Refractive Index: 1.681
• Boiling Point: 412.292 °C at 760 mmHg
• PKA: 2.11±0.30(Predicted)
• Flash Point: 203.147 °C
• PSA: 109.14000
• Density: 1.569 g/cm³
• LogP: 1.97960
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.8
• 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

2-Amino-6-nitrobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)[N+](=O)[O-])C(=O)O)N
• Uses: 2-Amino-6-nitrobenzoic Acid is the secondary metabolite of dinitrobenzyl glucuronide related to the formation of genotoxic compound of dinitrotoluene in rats.

Technology Process of 2-Amino-6-nitrobenzoic acid

There total 21 articles about 2-Amino-6-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: 88.0%

4-nitro-1H-isoindole-1,3(2H)-dione (603-62-3) → 6-nitroanthranilic acid (50573-74-5)

Guidance literature:

4-nitro-1H-isoindole-1,3(2H)-dione; With sodium hypochlorite; water; sodium hydroxide; at 25 - 30 ℃; for 2h; pH=12;

With hydrogenchloride; In water; at 5 - 10 ℃; pH=1.8; Product distribution / selectivity;

Reference yield: 73.0%

2-carbamoyl-3-nitrobenzoic acid (77326-45-5) → 6-nitroanthranilic acid (50573-74-5)

Guidance literature:

2-carbamoyl-3-nitrobenzoic acid; With potassium hydroxide; bromine; In water; at 0 - 100 ℃; for 1.58333h;

With hydrogenchloride; water; at 0 ℃; for 1h;

Reference yield: 61.0%

3-nitrophthalic acid anhydride (641-70-3) → 6-nitroanthranilic acid (50573-74-5)

Guidance literature:

DOI:10.1002/jhet.5570230456

upstream raw materials:

4-nitro-1H-isoindole-1,3(2H)-dione

5-nitroisatonic anhydride

3-nitrophthalamide

2-carbamoyl-6-nitrobenzoic acid

Downstream raw materials:

2-amino-6-nitrobenzoic acid methylester

3-nitro-aniline

6-nitro-4-oxoquinazoline

C₁₉H₁₉N₃O₆

Refernces

• 1、 -. "SOLID FORMS OF 3-(5-AMINO-2-METHYL-4-OXO-4H-QUINAZOLIN-3-YL)-PIPERIDINE-2,6-DIONE, AND THEIR PHARMACEUTICAL COMPOSITIONS AND USES". . . Retrieved 2018/09/28.
• 2、 -. "METHODS FOR TREATING DIFFUSE LARGE B-CELL LYMPHOMA AND THE USE OF BIOMARKERS AS A PREDICTOR OF RESPONSIVENESS TO DRUGS". . . Retrieved 2017/04/11.