Methyl 2-acetamido-5-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-acetamido-5-nitrobenzoate
• CAS No.: 5409-45-0
• Molecular Formula: C10H10N2O5
• Molecular Weight: 238.2
• Hs Code.: 2924299090
• NSC Number: 12468
• DSSTox Substance ID: DTXSID30279363
• Wikidata: Q82011890
• Mol file: 5409-45-0.mol

Synonyms:Methyl 2-acetamido-5-nitrobenzoate;5409-45-0;Methyl 2-(Acetylamino)-5-nitrobenzoate;NSC12468;Maybridge1_006182;METHYL2-(ACETYLAMINO)-5-NITROBENZOATE;Oprea1_071035;SCHEMBL5629195;HMS559A22;DTXSID30279363;MFCD00157624;NSC 12468;NSC-12468;AKOS015940778;CCG-247853;BS-23596;RH 00482;Methyl 2-acetamido-5-nitrobenzoate, 97%;CS-0204553;FT-0628389;2-(acetyl-amino)-5-nitro-benzoic acid methyl ester

Chemical Property of Methyl 2-acetamido-5-nitrobenzoate

Chemical Property:

• Vapor Pressure: 5.74E-09mmHg at 25°C
• Melting Point: 172.5-177.5 °C(lit.)
• Refractive Index: 1.598
• Boiling Point: 468.9 °C at 760 mmHg
• Flash Point: 237.4 °C
• PSA: 101.22000
• Density: 1.382 g/cm³
• LogP: 1.93600
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 238.05897142
• Heavy Atom Count: 17
• Complexity: 325

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2-(Acetylamino)-5-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)[N+](=O)[O-])C(=O)OC

Technology Process of Methyl 2-acetamido-5-nitrobenzoate

There total 3 articles about Methyl 2-acetamido-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:

methyl 2-(acetylamino)benzoate (2719-08-6) → 2-acetylamino-5-nitrobenzoic acid methyl ester (5409-45-0)

Guidance literature:

With nitric acid;

DOI:10.1021/ja01633a054

Reference yield:

methyl 2-(acetylamino)benzoate (2719-08-6) → 2-acetylamino-5-nitrobenzoic acid methyl ester (5409-45-0) + 2-acetylamino-3-nitro-benzoic acid methyl ester (95067-27-9)

Guidance literature:

With sulfuric acid; nitric acid; acetic anhydride; at 0 - 5 ℃;

DOI:10.1016/j.bmcl.2003.10.023

Reference yield:

5-nitroanthranilic acid methyl ester (3816-62-4) + acetyl chloride (75-36-5) → 2-acetylamino-5-nitrobenzoic acid methyl ester (5409-45-0)

Guidance literature:

In 1,2-dichloro-ethane; for 16h; Heating;

DOI:10.1016/j.bmcl.2006.06.014

upstream raw materials:

methyl 2-(acetylamino)benzoate

5-nitroanthranilic acid methyl ester

acetyl chloride

Downstream raw materials:

4-hydroxy-6-nitroquinolin-2(1H)-one

3-{2-[5-chloro-2-(2,3-difluorobenzyloxy)phenyl]-5-methyl-pyrrol-1-yl}-6-acetylaminobenzoic acid

3-{2-[5-chloro-2-(4-bromo-2-fluorobenzyloxy)phenyl]-5-methyl-pyrrol-1-yl}-6-acetylaminobenzoic acid

3-{2-[5-chloro-2-(2,6-difluorobenzyloxy)phenyl]-5-methyl-pyrrol-1-yl}-6-acetylaminobenzoic acid

Refernces

• 1、 Rivkin, Alexey,Kim, Yoona R.,Goulet, Mark T.,Bays, Nathan,Hill, Armetta D.,Kariv, Ilona,Krauss, Stefan,Ginanni, Nicole,Strack, Peter R.,Kohl, Nancy E.,Chung, Christine C.,Varnerin, Jeffrey P.,Goudreau, Paul N.,Chang, Amy,Tota, Michael R.,Munoz, Benito. "3-Aryl-4-hydroxyquinolin-2(1H)-one derivatives as type I fatty acid synthase inhibitors". . p. 4620 - 4623. Retrieved 2007/10/03.