Methyl (4-nitro-1-imidazolyl)acetate

Base Information

• Chemical Name: Methyl (4-nitro-1-imidazolyl)acetate
• CAS No.: 13230-21-2
• Molecular Formula: C₆H₇N₃O₄
• Molecular Weight: 185.139
• Hs Code.: 2933290090
• European Community (EC) Number: 622-869-0
• DSSTox Substance ID: DTXSID70389253
• Nikkaji Number: J487.998H
• Mol file: 13230-21-2.mol

Synonyms:13230-21-2;Methyl (4-nitro-1-imidazolyl)acetate;methyl 2-(4-nitroimidazol-1-yl)acetate;methyl 2-(4-nitro-1H-imidazol-1-yl)acetate;METHYL(4-NITRO-1-IMIDAZOLYL)ACETATE;1H-Imidazole-1-acetic acid, 4-nitro-, methyl ester;(4-Nitro-imidazol-1-yl)-acetic acid methyl ester;SCHEMBL1797696;DTXSID70389253;LCKCAKPRNOIOBA-UHFFFAOYSA-N;MFCD00621268;AKOS000561008;AKOS015893998;CS-0259770;Methyl (4-nitro-1-imidazolyl)acetate, 97%;EN300-741820;4-Nitro-1H-imidazole-1-acetic acid methyl ester;J-006157;Z271112664

Chemical Property of Methyl (4-nitro-1-imidazolyl)acetate

Chemical Property:

• Vapor Pressure: 3.22E-06mmHg at 25°C
• Melting Point: 143-147 °C
• Refractive Index: 1.596
• Boiling Point: 387.8°C at 760 mmHg
• Flash Point: 188.3°C
• PSA: 89.94000
• Density: 1.48g/cm³
• LogP: 0.48750
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 185.04365571
• Heavy Atom Count: 13
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

Methyl (4-nitro-1-imidazolyl)acetate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CN1C=C(N=C1)[N+](=O)[O-]

Technology Process of Methyl (4-nitro-1-imidazolyl)acetate

There total 4 articles about Methyl (4-nitro-1-imidazolyl)acetate 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: 89.0%

1H-4(5)-nitroimidazole (3034-38-6) + bromoacetic acid methyl ester (96-32-2) → (4-nitro-imidazol-1-yl)-acetic acid methyl ester (13230-21-2)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetonitrile; at 80 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1016/j.dyepig.2010.08.008

Reference yield: 80.0%

1H-4(5)-nitroimidazole (3034-38-6) + methyl chloroacetate (96-34-4) → (4-nitro-imidazol-1-yl)-acetic acid methyl ester (13230-21-2)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 110 ℃; for 2h;

DOI:10.1016/S0968-0896(00)00265-0

Reference yield: 64.0%

glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) + 1,4-dinitro-1H-imidazole (19182-81-1) → (4-nitro-imidazol-1-yl)-acetic acid methyl ester (13230-21-2)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; for 8h;

DOI:10.1002/ardp.19923250602

upstream raw materials:

glycine ethyl ester hydrochloride

1,4-dinitro-1H-imidazole

1H-4⁽⁵⁾-nitroimidazole

methyl chloroacetate

Downstream raw materials:

C₁₉H₂₂F₂N₄O₄

C₁₈H₂₂F₂N₄O₃

C₂₂H₂₉F₂N₅O₂

2-(4-nitro-1H-imidazol-1-yl)ethanol