2'-Nitrobenzanilide

Base Information

• Chemical Name: 2'-Nitrobenzanilide
• CAS No.: 728-90-5
• Molecular Formula: C13H10N2O3
• Molecular Weight: 242.234
• European Community (EC) Number: 211-978-5
• NSC Number: 406275
• UNII: 427GZ7WL5L
• DSSTox Substance ID: DTXSID3061059
• Nikkaji Number: J193.100H
• Wikidata: Q81989290
• ChEMBL ID: CHEMBL1993460
• Mol file: 728-90-5.mol

Synonyms:2'-Nitrobenzanilide;N-(2-Nitrophenyl)benzamide;728-90-5;o'-Nitrobenzanilide;Benzanilide, 2'-nitro-;Benzamide, N-(2-nitrophenyl)-;N-(o-Nitrophenyl)benzamide;2-Nitro-N-benzoylaniline;2'-Nitrobenzalide;427GZ7WL5L;EINECS 211-978-5;NSC 406275;NSC-406275;AI3-01081;N-BENZOYL-2-NITROANILINE;NSC406275;Cambridge id 7184903;UNII-427GZ7WL5L;N1-(2-nitrophenyl)benzamide;SCHEMBL641989;N-(2-Nitrophenyl)benzamide #;CHEMBL1993460;DTXSID3061059;MFCD00024200;STK174436;AKOS001486276;CCG-233245;3-(THIEN-2-YL)ACRYLONITRILE97;AS-75796;NCI60_003853;CS-0322535;EU-0069664;FT-0632883;D86919;SR-01000414617;SR-01000414617-1

Chemical Property of 2'-Nitrobenzanilide

Chemical Property:

• Melting Point: 155-157°C
• Boiling Point: 316.6 °C at 760 mmHg
• PKA: 12.23±0.70(Predicted)
• Flash Point: 145.3 °C
• PSA: 74.92000
• Density: 1.344g/cm³
• LogP: 3.44330
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 242.06914219
• Heavy Atom Count: 18
• Complexity: 308

Purity/Quality:

98%min ^*data from raw suppliers

2''-Nitrobenzanilide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CC=CC=C2[N+](=O)[O-]

Technology Process of 2'-Nitrobenzanilide

There total 57 articles about 2'-Nitrobenzanilide 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: 91.0%

benzamide (55-21-0,27208-38-4) + potassium o-nitrobenzoate (15163-59-4) → N-(2-nitrophenyl)benzanilide (728-90-5)

Guidance literature:

With silver(I) carbonate; copper(II) sulfate; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 12h; Reagent/catalyst; Solvent; Temperature; Concentration; Schlenk technique; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.12.085

Reference yield: 87.0%

o-nitroiodobenzene (609-73-4) + benzamide (55-21-0,27208-38-4) → N-(2-nitrophenyl)benzanilide (728-90-5)

Guidance literature:

With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine; In toluene; at 80 ℃; for 7h;

DOI:10.1021/ja0260465

Reference yield: 86.0%

N-phenyl benzoyl amide (93-98-1,5705-51-1) → p-nitrobenzanilide (3393-96-2) + N-(2-nitrophenyl)benzanilide (728-90-5)

Guidance literature:

With ammonium molybdate; water; nitric acid; In chloroform; for 6h; Heating;

DOI:10.1246/cl.2000.48

upstream raw materials:

N-phenyl benzoyl amide

benzoyl chloride

2-nitro-aniline

benzoic acid

Downstream raw materials:

bis-(2-benzoylamino-phenyl)-diazene-N-oxide

4-Bromo-2-nitroaniline

N-(2-nitro-phenyl)-benzimidoyl chloride

N-(2-nitro-4-bromophenyl)benzamide

Refernces

• 1、 Dai, Enrui,Dong, Ying,Dong, Yongrui,Kong, Rui,Liang, Deqiang,Liu, Guangzhang,Ma, Yinhai,Wu, Qiong. "Transition-metal-free mono- or dinitration of protected anilines". . . Retrieved 2020/04/27.
• 2、 Zhang, Zhiguo,Li, Xiang,Li, Yinghua,Guo, Yan,Zhao, Xunan,Yan, Yan,Sun, Kai,Zhang, Guisheng. "Iodine-mediated aryl transfer reaction from arylhydrazine hydrochlorides to nitriles". supporting information. p. 3628 - 3635. Retrieved 2019/05/29.