N-(4-chlorophenyl)-N-nitrosoglycine

Base Information

• Chemical Name: N-(4-chlorophenyl)-N-nitrosoglycine
• CAS No.: 13728-11-5
• Molecular Formula: C8H7 Cl N2 O3
• Molecular Weight: 214.608
• NSC Number: 121382
• DSSTox Substance ID: DTXSID60929763
• Nikkaji Number: J2.265.369E
• Wikidata: Q82904852
• Mol file: 13728-11-5.mol

Synonyms:N-(4-chlorophenyl)-N-nitrosoglycine;13728-11-5;[(4-chlorophenyl)(nitroso)amino]acetic acid;NSC121382;SCHEMBL11692296;DTXSID60929763;N-nitroso-N-(4-chlorophenyl)glycine;NSC-121382

Chemical Property of N-(4-chlorophenyl)-N-nitrosoglycine

Chemical Property:

• Vapor Pressure: 4.04E-09mmHg at 25°C
• Boiling Point: 456.3°C at 760 mmHg
• Flash Point: 229.8°C
• Density: 1.43g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 214.0145198
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N(CC(=O)O)N=O)Cl

Technology Process of N-(4-chlorophenyl)-N-nitrosoglycine

There total 4 articles about N-(4-chlorophenyl)-N-nitrosoglycine 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: 95.0%

N-(4-chlorophenyl)glycine (5465-90-7) → N-(4-chlorophenyl)-N-nitrosoglycine (13728-11-5)

Guidance literature:

With tetrachlorosilane; silica gel; sodium nitrite; In dichloromethane; at 0 - 5 ℃; for 2.3h;

DOI:10.3987/COM-05-10574

Reference yield:

4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)-N-nitrosoglycine (13728-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: SiO₂ / 0.08 h / 20 °C / microwave irradiation

1.2: 91 percent / aq. sodium hydroxide / ethanol / 0.17 h / Heating

2.1: 95 percent / silica chloride; wet SiO₂; sodium nitrite / CH₂Cl₂ / 2.3 h / 0 - 5 °C

With tetrachlorosilane; silica gel; sodium nitrite; In dichloromethane;

DOI:10.3987/COM-05-10574

Reference yield:

ethyl 2-((4-chlorophenyl)amino)acetate (2521-89-3) → N-(4-chlorophenyl)-N-nitrosoglycine (13728-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide / tetrahydrofuran; water / 2 h / 2 °C

1.2: 20 °C / pH 3 - 4

2.1: sodium nitrite / water / 0.33 h / 0 °C

With lithium hydroxide; sodium nitrite; In tetrahydrofuran; water;

DOI:10.1021/jo201605v

upstream raw materials:

N-(4-chlorophenyl)glycine

4-chloro-aniline

ethyl 2-((4-chlorophenyl)amino)acetate

Downstream raw materials:

3-(4-chlorophenyl)sydnone

2-[1-(4-Chloro-phenyl)-1H-pyrazol-3-ylmethoxy]-2-methyl-propionic acid

2-[1-(4-Chloro-phenyl)-1H-pyrazol-4-ylmethoxy]-2-methyl-propionic acid

2-[1-(4-Chloro-phenyl)-1H-pyrazol-3-ylmethoxy]-2-methyl-propionic acid methyl ester