2-Amino-3-nitrobenzoic acid

Base Information

• Chemical Name: 2-Amino-3-nitrobenzoic acid
• CAS No.: 606-18-8
• Molecular Formula: C7H6N2O4
• Molecular Weight: 182.136
• Hs Code.: 29224999
• European Community (EC) Number: 628-682-0
• NSC Number: 1162
• DSSTox Substance ID: DTXSID60277211
• Nikkaji Number: J7.002E
• Wikidata: Q72439956
• Mol file: 606-18-8.mol

Synonyms:2-Amino-3-nitrobenzoic acid;606-18-8;3-nitroanthranilic acid;2-Amino-3-nitro-benzoic acid;Benzoic acid, 2-amino-3-nitro-;MFCD00024261;2-amino-3-nitro benzoic acid;2-Amino-3-nitrobenzonic acid;2-Amino-3-nitrobenzoicacid;NSC1162;amino-3-nitrobenzoic acid;2-Amino-nitro-benzoesaure;SCHEMBL162559;DTXSID60277211;NSC-1162;2-Amino-3-nitrobenzoic acid, 96%;STK331096;AKOS005137910;AB01432;AC-3892;CS-W008611;DS-0978;PS-5503;NCGC00340485-01;SY005864;A8447;AM20061196;FT-0611067;N0879;EN300-66604;AB01333518-02;W-203266;Z1065585446

Chemical Property of 2-Amino-3-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: WHITE TO BROWN SOLID, POWDER, CRYSTALS, CRYSTALLINE POWDER, AND/OR CHUNKS
• Vapor Pressure: 8.55E-07mmHg at 25°C
• Melting Point: 207-211 °C
• Refractive Index: 1.5880 (estimate)
• Boiling Point: 390.4 °C at 760 mmHg
• PKA: 4.20±0.20(Predicted)
• Flash Point: 189.9 °C
• PSA: 109.14000
• Density: 1.568 g/cm³
• LogP: 1.97960
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Methanol
• XLogP3: 1.1
• 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-3-nitrobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22
• 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-])N)C(=O)O

Technology Process of 2-Amino-3-nitrobenzoic acid

There total 40 articles about 2-Amino-3-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: 100.0%

2-chloro-3-nitrobezoic acid (3970-35-2) → 3-nitroanthranilic acid (606-18-8)

Guidance literature:

With ammonium hydroxide; copper(l) chloride; at 125 ℃; for 20h;

DOI:10.1021/jm960401i

Reference yield: 98.8%

2-carbamoyl-3-nitrobenzoic acid (77326-45-5) → 3-nitroanthranilic acid (606-18-8)

Guidance literature:

2-carbamoyl-3-nitrobenzoic acid; With potassium hydroxide; bromine; In water; at -10 - 65 ℃; for 1.41667h;

With hydrogenchloride; In water; at 50 - 55 ℃;

Reference yield: 95.0%

2-bromo-3-nitro-benzoic acid (573-54-6) → 3-nitroanthranilic acid (606-18-8)

Guidance literature:

2-bromo-3-nitro-benzoic acid; With copper(l) iodide; sodium azide; ethanol; caesium carbonate; at 20 - 95 ℃; Inert atmosphere; Sealed tube;

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

DOI:10.1021/jo100345t

upstream raw materials:

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

2-acetylamino-3-nitro-benzoic acid

2-Amino-3-nitrobenzoic acid,ethyl ester

2-(nitroamino)benzoic acid

Downstream raw materials:

8-nitroquinazoline-4(3H)-one

2-amino-3-nitro-N-(2-oxopropyl)benzamide

2-amino-3-nitrobenzoyl chloride

methyl 3-nitroanthranilate

Refernces

• 1、 Hansen, Martin,Jacobsen, Stine Engesgaard,Plunkett, Shane,Liebscher, Gudrun Eckhard,McCorvy, John D.,Br?uner-Osborne, Hans,Kristensen, Jesper Langgaard. "Synthesis and pharmacological evaluation of N-benzyl substituted 4-bromo-2,5-dimethoxyphenethylamines as 5-HT2A/2C partial agonists". supporting information. p. 3933 - 3937. Retrieved 2015/01/30.
• 2、 Wang, Jingjing,Zuo, Sujing,Chen, Weiqiang,Zhang, Xinrui,Tan, Kaixin,Tian, Yun,Wang, Jianhui. "Catalytic formation of ketones from unactivated esters through rhodium chelation-assisted C-O bond activation". . p. 8217 - 8231. Retrieved 2013/09/24.