Methyl 3-Amino-4-nitrobenzoate

Base Information

• Chemical Name: Methyl 3-Amino-4-nitrobenzoate
• CAS No.: 99512-09-1
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID00579185
• Wikidata: Q82469624
• Mol file: 99512-09-1.mol

Synonyms:Methyl 3-Amino-4-nitrobenzoate;99512-09-1;Methyl3-amino-4-nitrobenzoate;MFCD00017008;Benzoic acid, 3-amino-4-nitro-, methyl ester;SCHEMBL1291038;AMY4861;DTXSID00579185;ZGVYPBINPLNBDH-UHFFFAOYSA-N;ZDA51209;5-(Methoxycarbonyl)-2-nitroaniline;AKOS006281039;BF-0766;SY025027;CS-0042784;J-522140

Chemical Property of Methyl 3-Amino-4-nitrobenzoate

Chemical Property:

• Vapor Pressure: 2.03E-06mmHg at 25°C
• Boiling Point: 394.1oC at 760 mmHg
• Flash Point: 192.2oC
• PSA: 98.14000
• Density: 1.386g/cm3
• LogP: 2.06800
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• 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

methyl3-amino-4-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-Amino-4-nitrobenzoate

There total 3 articles about Methyl 3-Amino-4-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:

3-azidocarbonyl-4-nitro-benzoic acid methyl ester → 3-amino-4-nitrobenzoic acid methyl ester (99512-09-1)

Guidance literature:

3-azidocarbonyl-4-nitro-benzoic acid methyl ester; With 2-(Trimethylsilyl)ethanol; In xylene; for 16h; Heating;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1039/a904067f

Reference yield:

5-(methoxycarbonyl)-2-nitrobenzoic acid (76143-33-4) → 3-amino-4-nitrobenzoic acid methyl ester (99512-09-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: SOCl₂ / dimethylformamide / 3 h / Heating

2.1: NaN₃ / acetone; H₂O / 0.25 h / 20 °C

3.1: 2-(trimethylsilyl)ethanol / xylene / 16 h / Heating

3.2: TBAF / tetrahydrofuran / 0.5 h / 20 °C

With thionyl chloride; sodium azide; 2-(Trimethylsilyl)ethanol; In water; N,N-dimethyl-formamide; acetone; xylene; 1.1: Substitution / 2.1: Substitution / 3.1: Rearrangement / 3.2: Substitution;

DOI:10.1039/a904067f

Reference yield:

3-Chlorocarbonyl-4-nitro-benzoic acid methyl ester → 3-amino-4-nitrobenzoic acid methyl ester (99512-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaN₃ / acetone; H₂O / 0.25 h / 20 °C

2.1: 2-(trimethylsilyl)ethanol / xylene / 16 h / Heating

2.2: TBAF / tetrahydrofuran / 0.5 h / 20 °C

With sodium azide; 2-(Trimethylsilyl)ethanol; In water; acetone; xylene; 1.1: Substitution / 2.1: Rearrangement / 2.2: Substitution;

DOI:10.1039/a904067f

upstream raw materials:

5-(methoxycarbonyl)-2-nitrobenzoic acid

Downstream raw materials:

5-Amino-2-iodo-4-nitrobenzoic acid methyl ester

dimethyl 2-(3-(3-((4-chlorobenzyl)oxy)-5-(methoxycarbonyl)-1H-indol-2-yl)propyl)malonate

methyl-4-amino-3-(hept-1-yn-1-yl)benzoate

dimethyl 2-(5-(2-amino-5-(methoxycarbonyl)phenyl)pent-4-yn-1-yl)malonate

Refernces