N-(4-methoxyphenyl)-2-nitrobenzamide

Base Information

• Chemical Name: N-(4-methoxyphenyl)-2-nitrobenzamide
• CAS No.: 22979-83-5
• Molecular Formula: C14H12 N2 O4
• Molecular Weight: 272.26
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50355017
• Wikidata: Q82133599
• ChEMBL ID: CHEMBL1488182
• Mol file: 22979-83-5.mol

Synonyms:N-(4-methoxyphenyl)-2-nitrobenzamide;22979-83-5;SMR000184934;CBMicro_011670;Cambridge id 5228828;Oprea1_303830;Oprea1_743895;MLS000595193;SCHEMBL3595597;CHEMBL1488182;DTXSID50355017;ZAVSYDFJORQSOM-UHFFFAOYSA-N;HMS2529A11;SMSF0004941;MFCD00568220;STK054000;AKOS002953404;CB15169;N-(4-Methoxy-phenyl)-2-nitro-benzamide;LS-07329;BIM-0011763.P001;CS-0318282;AB00075971-01;SR-01000199698;SR-01000199698-1

Chemical Property of N-(4-methoxyphenyl)-2-nitrobenzamide

Chemical Property:

• Melting Point: 170 °C
• Boiling Point: 371.1±27.0 °C(Predicted)
• PKA: 11.85±0.70(Predicted)
• PSA: 84.15000
• Density: 1.333±0.06 g/cm3(Predicted)
• LogP: 3.45190
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 272.07970687
• Heavy Atom Count: 20
• Complexity: 348

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Methoxyphenyl)-2-nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC(=O)C2=CC=CC=C2[N+](=O)[O-]

Technology Process of N-(4-methoxyphenyl)-2-nitrobenzamide

There total 3 articles about N-(4-methoxyphenyl)-2-nitrobenzamide 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: 98.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) + 4-methoxy-aniline (104-94-9) → 2-nitro-N-(4-methoxyphenyl)benzamide (22979-83-5)

Guidance literature:

ortho-nitrobenzoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 4h;

4-methoxy-aniline; With triethylamine; In dichloromethane; at 20 ℃; for 18h;

Reference yield: 94.0%

4-methoxy-aniline (104-94-9) + 2-nitrobenzyl chloride (610-14-0) → 2-nitro-N-(4-methoxyphenyl)benzamide (22979-83-5)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

Reference yield:

→ 2-nitro-N-(4-methoxyphenyl)benzamide (22979-83-5)

Guidance literature:

2-Nitro-benzoylchlorid, 4-Anisidin, sd. Ae., Py., 1 h;

upstream raw materials:

4-methoxy-aniline

2-nitrobenzyl chloride

ortho-nitrobenzoic acid

Downstream raw materials:

2-(4-chlorobenzamido)-N-(4-methoxyphenyl)benzamide

3-(4-Methoxy-phenyl)-3H-quinazolin-4-one

3-(4-methoxyphenyl)-2-phenyl-(3H)-quinazolin-4-one

2,3,3a,4-tetrahydro-4-(4-methoxyphenyl)-3a-methylpyrrolo[1,2-a]quinazoline-1,5-dione

Refernces

• 1、 Bao, Yapeng,Deng, Zongfa,Feng, Jing,Zhu, Weiwei,Li, Jin,Wan, Jinqiao,Liu, Guansai. "A B2(OH)4-Mediated Synthesis of 2-Substituted Indazolone and Its Application in a DNA-Encoded Library". supporting information. p. 6277 - 6282. Retrieved 2020/08/24.
• 2、 Marighetti, Federico,Steggemann, Kerstin,Karbaum, Maria,Wiese, Michael. "Scaffold identification of a new class of potent and selective BCRP inhibitors". . p. 742 - 751. Retrieved 2015/04/14.