3-Nitro-benzimidic acid methyl ester

Base Information

• Chemical Name: 3-Nitro-benzimidic acid methyl ester
• CAS No.: 54316-43-7
• Molecular Formula: C8H8N2O3
• Molecular Weight: 180.163
• DSSTox Substance ID: DTXSID40480185
• Nikkaji Number: J1.639.753I
• Wikidata: Q82314792
• Mol file: 54316-43-7.mol

Synonyms:3-nitro-benzimidic acid methyl ester;54316-43-7;methyl 3-nitrobenzimidate;SCHEMBL3414390;DTXSID40480185;COSSPEUPWLNZHV-UHFFFAOYSA-N

Chemical Property of 3-Nitro-benzimidic acid methyl ester

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 180.05349212
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Nitro-benzimidic acid methyl ester

There total 4 articles about 3-Nitro-benzimidic acid methyl ester 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:

methanol (67-56-1) + 3-nitro-benzaldehyde (99-61-6) → 3-nitrobenzonitrile (619-24-9) + 3-nitro-benzimidic acid methyl ester (54316-43-7)

Guidance literature:

With ammonia; oxygen; In water; at 30 ℃; for 72h; under 3750.38 Torr; Autoclave;

DOI:10.1039/c6cy00874g

Reference yield:

3-nitrobenzonitrile (619-24-9) → 3-nitro-benzimidic acid methyl ester (54316-43-7)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1016/j.bmcl.2009.01.101

Reference yield:

methanol (67-56-1) + 3-nitrobenzonitrile (619-24-9) → 3-nitro-benzimidic acid methyl ester (54316-43-7)

Guidance literature:

With sodium methylate; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2007.11.009

upstream raw materials:

methanol

3-nitrobenzonitrile

3-nitro-benzaldehyde

Downstream raw materials:

N-Cyan-(3-nitro-benzamidin)

(R)-2-(3-nitro-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

methyl 3-nitrobenzoate

methanol

Refernces

• 1、 Keurulainen, Leena,Salin, Olli,Siiskonen, Antti,Kern, Jan Marco,Alvesalo, Joni,Kiuru, Paula,Maass, Matthias,Yli-Kauhaluoma, Jari,Vuorela, Pia. "Design and synthesis of 2-arylbenzimidazoles and evaluation of their inhibitory effect against Chlamydia pneumoniae". scheme or table. p. 7664 - 7674. Retrieved 2011/03/17.
• 2、 Voss, Matthew E.,Beer, Catherine M.,Mitchell, Scott A.,Blomgren, Peter A.,Zhichkin, Paul E.. "A simple and convenient one-pot method for the preparation of heteroaryl-2-imidazoles from nitriles". . p. 645 - 651. Retrieved 2008/04/12.