N-(2-methyl-4-nitrophenyl)benzamide

Base Information

• Chemical Name: N-(2-methyl-4-nitrophenyl)benzamide
• CAS No.: 104478-92-4
• Molecular Formula: C14H12N2O3
• Molecular Weight: 256.261
• NSC Number: 141943
• DSSTox Substance ID: DTXSID80385443
• Wikidata: Q82178237
• Mol file: 104478-92-4.mol

Synonyms:N-(2-methyl-4-nitrophenyl)benzamide;104478-92-4;CBMicro_014705;Cambridge id 5228833;Oprea1_163398;SCHEMBL1548208;DTXSID80385443;HTHDLNDPJIVSCW-UHFFFAOYSA-N;N-benzoyl 2-methyl-4-nitroaniline;SMSF0004942;NSC141943;STK074051;AKOS000487575;CB12738;NSC-141943;BIM-0014575.P001;Z57201681

Chemical Property of N-(2-methyl-4-nitrophenyl)benzamide

Chemical Property:

• PSA: 74.92000
• LogP: 3.75170
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 256.08479225
• Heavy Atom Count: 19
• Complexity: 334

Purity/Quality:

N-(2-methyl-4-nitrophenyl)benzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)[N+](=O)[O-])NC(=O)C2=CC=CC=C2

Technology Process of N-(2-methyl-4-nitrophenyl)benzamide

There total 6 articles about N-(2-methyl-4-nitrophenyl)benzamide 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%

benzoyl chloride (98-88-4) + 2-methyl-4-nitro-benzenamine (99-52-5) → N-(2-methyl-4-nitrophenyl)benzamide (104478-92-4)

Guidance literature:

In toluene;

Reference yield: 85.0%

N-benzoyl-2-methylaniline (584-70-3) → N-(2-methyl-6-nitrophenyl)benzamide (73902-63-3) + N-(2-methyl-4-nitrophenyl)benzamide (104478-92-4)

Guidance literature:

With copper(II) nitrate hydrate; oxygen; nitric acid; In water; acetonitrile; at 50 - 100 ℃; under 760.051 Torr;

DOI:10.1002/chem.201404000

Reference yield: 63.0%

benzoic acid (65-85-0,8013-63-6) + 2-methyl-4-nitro-benzenamine (99-52-5) → N-(2-methyl-4-nitrophenyl)benzamide (104478-92-4)

Guidance literature:

With phosphorus trichloride; In toluene; Reflux;

DOI:10.2147/DDDT.S236586

upstream raw materials:

N(2-methylphenyl)benziminochlorid

benzoyl chloride

2-methyl-4-nitro-benzenamine

N-benzoyl-2-methylaniline

Downstream raw materials:

N-[4-({[(5-chloro(2-thienyl))sulfonyl]amino}carbonylamino)-2-methylphenyl]benzamide

N-(2-methyl-4-aminophenyl)benzamide

N-methyl-N-(2-methyl-4-nitrophenyl)benzamide

C₁₉H₂₀N₄O₅

Refernces

• 1、 Vinayak, Botla,Chandrasekharam, Malapaka. "Copper-Catalyzed Direct Nitration on Aryl C-H Bonds by Concomitant Azidation-Oxidation with TMS Azide and TBHP under Aerobic Conditions". . p. 3528 - 3531. Retrieved 2017/07/17.
• 2、 Ji, Yi-Fei,Yan, Hong,Jiang, Qi-Bai. "Effective nitration of anilides and acrylamides by tert-butyl nitrite". . p. 2051 - 2060. Retrieved 2015/03/18.