Methyl 2-amino-3-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-amino-3-nitrobenzoate
• CAS No.: 57113-91-4
• Molecular Formula: C8H8N2O4
• Molecular Weight: 198.178
• Hs Code.: 2922499990
• European Community (EC) Number: 671-056-7
• DSSTox Substance ID: DTXSID30345810
• Nikkaji Number: J2.851.384D
• Wikidata: Q72487207
• Mol file: 57113-91-4.mol

Synonyms:Methyl 2-amino-3-nitrobenzoate;57113-91-4;2-Amino-3-nitrobenzoic acid methyl ester;2-Amino-3-nitro-benzoic acid methyl ester;Methyl 3-Nitroanthranilate;MFCD02093531;Benzoic acid, 2-amino-3-nitro-, methyl ester;2-Amino-3-nitro benzoic acid methyl ester;2-Amino-3-nitrobenzoic acid, methyl ester;Methyl2-amino-3-nitrobenzoate;methyl 2-amino3-nitrobenzoate;SCHEMBL308242;methyl-2-amino-3-nitrobenzoate;DTXSID30345810;Methyl-2-amino-3-nitro-benzoate;Methyl 2-amino-3-nitrobenzoate #;3-Nitroanthranilic Acid Methyl Ester;CL8520;AKOS005259779;AC-3891;AM84128;PS-6035;BP-13141;SY005880;A8152;CS-0007684;FT-0655451;M2158;EN300-66471;AE-562/43460020;2-Amino-3-nitrobenzoic acid methylester, AldrichCPR;W-203152

Chemical Property of Methyl 2-amino-3-nitrobenzoate

Chemical Property:

• Vapor Pressure: 8.82E-05mmHg at 25°C
• Melting Point: 97-98°C
• Refractive Index: 1.606
• Boiling Point: 340.1 °C at 760 mmHg
• PKA: -2.80±0.25(Predicted)
• Flash Point: 159.5 °C
• PSA: 98.14000
• Density: 1.386 g/cm³
• LogP: 2.06800
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO, Ethyl Acetate
• XLogP3: 1.5
• 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% ^*data from raw suppliers

Methyl2-Amino-3-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• 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
• Uses: An intermediate in the preparation of Candesartan.

Technology Process of Methyl 2-amino-3-nitrobenzoate

There total 23 articles about Methyl 2-amino-3-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: 83.8%

3-nitroanthranilic acid (606-18-8) + dimethyl sulfate (77-78-1) → methyl 3-nitroanthranilate (57113-91-4)

Guidance literature:

3-nitroanthranilic acid; With lithium hydroxide; at 20 ℃; for 1h;

dimethyl sulfate; In tetrahydrofuran; for 24h; Reflux;

Reference yield: 83.0%

2-acetylamino-3-nitro-benzoic acid methyl ester (95067-27-9) → methyl 3-nitroanthranilate (57113-91-4)

Guidance literature:

With hydrogenchloride; In water; for 0.25h; Reflux;

Reference yield: 76.38%

methyl N-nitroanthranilate → methyl 3-nitroanthranilate (57113-91-4)

Guidance literature:

With sulfuric acid; In acetone; at 5 ℃; for 0.00833333h; Temperature;

upstream raw materials:

methanol

3-nitroanthranilic acid

diazomethane

2-acetylamino-3-nitro-benzoic acid methyl ester

Downstream raw materials:

2,3-diaminobenzoic acid methyl ester

methyl 2-N-(trifluoroacetyl)amino-3-nitrobenzoate

methyl N,N-bis(2,6-difluorobenzoyl)-3-nitro-2-anilinecarboxylate

methyl N-(2,6-difluorobenzoyl)-3-nitro-2-anilinecarboxylate

Refernces

• 1、 -. "Method for preparing 2-amino-3-methyl nitrobenzoate". Paragraph 0053-0054; 0057-0059; 0062-0064; 0067. . Retrieved 2020/06/30.
• 2、 Chang, Kang,Chen, Jian-Qin,Shi, Yan-Xia,Sun, Mei-Jian,Li, Peng-Fei,Zhao, Zhen-Jiang,Zhu, Wei-Ping,Li, Hong-Lin,Xu, Yu-Fang,Li, Bao-Ju,Qian, Xu-Hong. "The discovery of new scaffold of plant activators: From salicylic acid to benzotriazole". . p. 919 - 926. Retrieved 2017/05/16.