Methyl 2-amino-5-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-amino-5-nitrobenzoate
• CAS No.: 3816-62-4
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• Hs Code.: 2922499990
• European Community (EC) Number: 818-527-7
• DSSTox Substance ID: DTXSID50380485
• Nikkaji Number: J79.860F
• Wikidata: Q72487198
• Mol file: 3816-62-4.mol

Synonyms:methyl 2-amino-5-nitrobenzoate;3816-62-4;Benzoic acid, 2-amino-5-nitro-, methyl ester;SCHEMBL890895;methyl-2-amino-5-nitrobenzoate;methyl 2-amino-5-nitro-benzoate;DTXSID50380485;MFCD00278157;AKOS003263240;CS-W005636;2-Amino-5-nitrobenzoic acid methyl ester;AC-28617;DS-13912;FT-0693073;EN300-42629;Z54903836

Chemical Property of Methyl 2-amino-5-nitrobenzoate

Chemical Property:

• Vapor Pressure: 6.54E-06mmHg at 25°C
• Melting Point: 167-169 °C
• Refractive Index: 1.606
• Boiling Point: 377.9 °C at 760 mmHg
• PKA: -1.53±0.10(Predicted)
• Flash Point: 182.3 °C
• PSA: 98.14000
• Density: 1.386 g/cm³
• LogP: 2.06800
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 196.04840674
• Heavy Atom Count: 14
• Complexity: 238

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl2-amino-5-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-amino-5-nitrobenzoate

There total 17 articles about Methyl 2-amino-5-nitrobenzoate 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%

methanol (67-56-1) + 2-amino-5-nitro-benzoic acid (616-79-5) → 5-nitroanthranilic acid methyl ester (3816-62-4)

Guidance literature:

With sulfuric acid; at 80 ℃; for 72h; Inert atmosphere;

DOI:10.1002/anie.201201812

Reference yield: 100.0%

ethereal diazomethane + 2-amino-5-nitro-benzoic acid (616-79-5) → 5-nitroanthranilic acid methyl ester (3816-62-4)

Guidance literature:

In methanol;

Reference yield: 92.0%

1,1-dimethoxyethane (534-15-6) + 2-amino-5-nitro-benzoic acid (616-79-5) → 5-nitroanthranilic acid methyl ester (3816-62-4)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 0.25h; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.tetlet.2015.05.018

upstream raw materials:

potassium tert-butylate

methyl 3-nitrobenzoate

N,N-tetramethylene-thiocarbamoyl-sulphenamide

methanol

Downstream raw materials:

methyl 2,5-diaminobenzoate

2-(2-Carboxy-phenylamino)-5-nitro-benzoic acid methyl ester

5-nitro-1,1-dioxo-1,2-benzothiazol-3-one

5-nitroanthranilic acid hydrazide

Refernces

• 1、 -. "Acylhydrazone compounds with anti-tumor activity as well as preparation method and application of acylhydrazone compounds". Paragraph 0035; 0036; 0037; 0038. . Retrieved 2018/05/16.
• 2、 Godeau, Julien,Martinet, Anthony,Levacher, Vincent,Fruit, Corinne,Besson, Thierry. "Efficient Microwave-Assisted Synthesis of Methyl 4-or 5-Nitro?-anthranilate". . p. 3504 - 3508. Retrieved 2016/10/18.