2-((4-Methoxy-2-nitrophenyl)amino)acetic acid

Base Information

• Chemical Name: 2-((4-Methoxy-2-nitrophenyl)amino)acetic acid
• CAS No.: 55687-28-0
• Molecular Formula: C9H10 N2 O5
• Molecular Weight: 226.189
• Hs Code.: 2922509090
• NSC Number: 158987
• DSSTox Substance ID: DTXSID90303537
• Wikidata: Q82048881
• Mol file: 55687-28-0.mol

Synonyms:55687-28-0;2-((4-Methoxy-2-nitrophenyl)amino)acetic acid;2-(4-methoxy-2-nitroanilino)acetic acid;n-(4-methoxy-2-nitrophenyl)glycine;(4-methoxy-2-nitrophenyl)glycine;Glycine, N-(4-methoxy-2-nitrophenyl)-;N-[4-Methoxy-2-nitrophenyl]glycine;2-[(4-methoxy-2-nitrophenyl)amino]acetic acid;NSC158987;2-((4-Methoxy-2-nitrophenyl)amino)aceticacid;SCHEMBL8399917;DTXSID90303537;NHOXKJDHAFQDMF-UHFFFAOYSA-N;AKOS000177111;NSC-158987;(4-Methoxy-2-nitroanilino)acetic acid #;CS-0453739

Chemical Property of 2-((4-Methoxy-2-nitrophenyl)amino)acetic acid

Chemical Property:

• Vapor Pressure: 1.67E-10mmHg at 25°C
• Boiling Point: 492.2°C at 760 mmHg
• Flash Point: 251.5°C
• PSA: 104.38000
• Density: 1.451g/cm³
• LogP: 1.69610
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 226.05897142
• Heavy Atom Count: 16
• Complexity: 265

Purity/Quality:

98.5% ^*data from raw suppliers

2-((4-Methoxy-2-nitrophenyl)amino)aceticacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)NCC(=O)O)[N+](=O)[O-]

Technology Process of 2-((4-Methoxy-2-nitrophenyl)amino)acetic acid

There total 5 articles about 2-((4-Methoxy-2-nitrophenyl)amino)acetic acid 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: 53.0%

2-((4-methoxy-2-nitrophenyl)amino)acetonitrile (118807-88-8) → (4-methoxy-2-nitrophenyl)glycine (55687-28-0)

Guidance literature:

With sulfuric acid; acetic acid; In water; at 100 ℃; for 1h;

DOI:10.1016/j.bmcl.2020.127189

Reference yield:

4-methoxy-2-nitroaniline (96-96-8) → (4-methoxy-2-nitrophenyl)glycine (55687-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / cc. sulphuric acid, ZnCl₂ / acetic acid

2: 45 percent / aq. sulphuric acid / acetic acid

With sulfuric acid; zinc(II) chloride; In acetic acid;

Reference yield:

(4-methoxy-2-nitro-phenylamino)-acetic acid ethyl ester (118807-82-2) → (4-methoxy-2-nitrophenyl)glycine (55687-28-0)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 0 - 23 ℃; for 5h; Inert atmosphere;

DOI:10.1002/anie.201707274

upstream raw materials:

bromoacetic acid

4-methoxy-2-nitroaniline

2-((4-methoxy-2-nitrophenyl)amino)acetonitrile

(4-methoxy-2-nitro-phenylamino)-acetic acid ethyl ester

Downstream raw materials:

7-methoxyquinoxalin-2-ol

Refernces

• 1、 Narayanam, Maruthi Kumar,Ma, Gaoyuan,Champagne, Pier Alexandre,Houk, Kendall N.,Murphy, Jennifer M.. "Synthesis of [18F]Fluoroarenes by Nucleophilic Radiofluorination of N-Arylsydnones". . p. 13006 - 13010. Retrieved 2017/09/28.