Methyl 4-amino-2-methoxy-5-nitrobenzoate

Base Information

• Chemical Name: Methyl 4-amino-2-methoxy-5-nitrobenzoate
• CAS No.: 59338-84-0
• Molecular Formula: C9H10N2O5
• Molecular Weight: 226.189
• European Community (EC) Number: 261-703-8
• DSSTox Substance ID: DTXSID50866754
• Nikkaji Number: J308.662C
• Mol file: 59338-84-0.mol

Synonyms:methyl 4-amino-2-methoxy-5-nitrobenzoate;59338-84-0;Benzoic acid, 4-amino-2-methoxy-5-nitro-, methyl ester;4-Amino-2-methoxy-5-nitrobenzoic acid methyl ester;Methyl 4-amino-5-nitro-o-anisate;methyl-4-amino-2-methoxy-5-nitrobenzoate;MLS006010809;SCHEMBL4854781;DTXSID50866754;BCP32973;CS-M1872;EINECS 261-703-8;MFCD09952401;AS-10231;SMR004701724;FT-0657421;EN300-132333;SR-01000945086;SR-01000945086-1;Benzoic acid,4-aMino-2-Methoxy-5-nitro-,Methyl ester;Methyl 4-amino-2-methoxy-5-nitrobenzoate

Chemical Property of Methyl 4-amino-2-methoxy-5-nitrobenzoate

Chemical Property:

• Vapor Pressure: 2.57E-09mmHg at 25°C
• Refractive Index: 1.642
• Boiling Point: 429 °C at 760 mmHg
• PKA: -2.98±0.25(Predicted)
• Flash Point: 213.2 °C
• PSA: 118.37000
• Density: 1.367 g/cm³
• LogP: 1.98820
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 226.05897142
• Heavy Atom Count: 16
• Complexity: 278

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl4-amino-2-methoxy-5-nitrobenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1C(=O)OC)[N+](=O)[O-])N

Technology Process of Methyl 4-amino-2-methoxy-5-nitrobenzoate

There total 4 articles about Methyl 4-amino-2-methoxy-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: 96.0%

methyl 4-acetamido-2-methoxy-5-nitrobenzoate (4093-41-8) → methyl 4-amino-2-methoxy-5-nitrobenzoate (59338-84-0)

Guidance literature:

With sulfuric acid; In methanol; for 11h; Reflux; Inert atmosphere;

DOI:10.1002/anie.201205113

Reference yield:

methyl 4-(acetylamino)-o-anisate (4093-29-2) → methyl 4-amino-2-methoxy-5-nitrobenzoate (59338-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid; acetic anhydride / 3 h / -10 - 20 °C

2: potassium carbonate / methanol / 3 h / 20 °C

With nitric acid; acetic anhydride; potassium carbonate; In methanol;

Reference yield:

Methyl 4-amino-2-methoxybenzoate (27492-84-8) → methyl 4-amino-2-methoxy-5-nitrobenzoate (59338-84-0)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 12 h / 20 °C

2: nitric acid; acetic anhydride / 3 h / -10 - 20 °C

3: potassium carbonate / methanol / 3 h / 20 °C

With nitric acid; acetic anhydride; potassium carbonate; triethylamine; In methanol; dichloromethane;

upstream raw materials:

methyl 4-acetamido-2-methoxy-5-nitrobenzoate

methyl 4-(acetylamino)-o-anisate

Methyl 4-amino-2-methoxybenzoate

Downstream raw materials:

methyl 4-{[5-chloro-2-(methoxycarbonyl)phenyl]amino}-2-methoxy-5-nitrobenzoate

6-methoxy-1H-benzotriazole-5-carboxylic acid methyl ester

methyl 4-(dimethylamino)-2-methoxy-5-nitrobenzoate

methyl-4,5-diamino-2-methoxybenzoate

Refernces

• 1、 -. "ACTIVATORS OF THE RETINOIC ACID INDUCIBLE GENE "RIG-I" PATHWAY AND METHODS OF USE THEREOF". Paragraph 0525. . Retrieved 2020/03/01.
• 2、 Berg, Lotta,Niemiec, Moritz S.,Qian, Weixing,Andersson, C. David,Wittung-Stafshede, Pernilla,Ekstr?m, Fredrik,Linusson, Anna. "Similar but different: Thermodynamic and structural characterization of a pair of enantiomers binding to acetylcholinesterase". supporting information. p. 12716 - 12720. Retrieved 2013/02/23.