Methyl 2-Amino-6-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-Amino-6-nitrobenzoate
• CAS No.: 57113-89-0
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• Hs Code.: 2922499990
• Mol file: 57113-89-0.mol

Synonyms:2-Amino-6-nitrobenzoicacid methyl ester;Methyl 2-amino-6-nitrobenzoate;Methyl 6-nitroanthranilate;

Chemical Property of Methyl 2-Amino-6-nitrobenzoate

Chemical Property:

• Vapor Pressure: 9.34E-05mmHg at 25°C
• Melting Point: 105-107 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Refractive Index: 1.606
• Boiling Point: 339.2 °C at 760 mmHg
• PKA: 0.08±0.10(Predicted)
• Flash Point: 158.9 °C
• PSA: 98.14000
• Density: 1.386g/cm³
• LogP: 2.06800
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2-Amino-6-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2-Amino-6-nitrobenzoate is used as a reactant in the preparation of saliphenylhalamide and its simplified analogs as V-ATPase inhibitors.

Technology Process of Methyl 2-Amino-6-nitrobenzoate

There total 8 articles about Methyl 2-Amino-6-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: 91.0%

6-nitroanthranilic acid (50573-74-5) + dimethyl sulfate (77-78-1) → 2-amino-6-nitrobenzoic acid methylester (57113-89-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; Inert atmosphere;

DOI:10.1021/jacs.5b00033

Reference yield: 84.0%

2-Azidocarbonyl-6-nitro-benzoic acid methyl ester (100039-02-9) → 2-amino-6-nitrobenzoic acid methylester (57113-89-0)

Guidance literature:

With acetic acid; for 0.5h; Heating;

DOI:10.1055/s-1985-31165

Reference yield: 59.4%

6-nitroanthranilic acid (50573-74-5) + methyl p-toluene sulfonate (80-48-8) → 2-amino-6-nitrobenzoic acid methylester (57113-89-0)

Guidance literature:

With sodium hydrogencarbonate; triethylamine; sodium chloride; In N,N-dimethyl-formamide;

upstream raw materials:

2-Azidocarbonyl-6-nitro-benzoic acid methyl ester

6-nitroanthranilic acid

dimethyl sulfate

2-(methoxycarbonyl)-3-nitrobenzoic acid

Downstream raw materials:

2-iodo-6-nitrobenzoic acid methylester

methyl 2-allyl-6-nitrobenzoate

Refernces

• 1、 Garcia-Rodriguez, Jose,Mendiratta, Saurabh,White, Michael A.,Xie, Xiao-Song,De Brabander, Jef K.. "Synthesis and structure-activity studies of the V-ATPase inhibitor saliphenylhalamide (SaliPhe) and simplified analogs". supporting information. p. 4393 - 4398. Retrieved 2015/10/12.
• 2、 -. "Derivatives of 2-(substituted sulfamyl)-6-nitrobenzoic acids, useful as adjuncts to radiation therapy". . . Retrieved 2008/06/13.