N-benzyl-2-nitrobenzamide

Base Information

• Chemical Name: N-benzyl-2-nitrobenzamide
• CAS No.: 52745-10-5
• Molecular Formula: C14H12N2O3
• Molecular Weight: 256.261
• DSSTox Substance ID: DTXSID30350227
• Nikkaji Number: J3.663.957A
• Wikidata: Q82126057
• Mol file: 52745-10-5.mol

Synonyms:N-benzyl-2-nitrobenzamide;52745-10-5;CBMicro_014070;Cambridge id 5214053;Oprea1_062805;Oprea1_489502;SCHEMBL19246188;DTXSID30350227;N-BENZYL-2-NITRO-BENZAMIDE;SMSF0004596;MFCD00432683;STK042204;AKOS000486192;CB09001;LS-07268;BIM-0014056.P001;CS-0314730;SR-01000198784;SR-01000198784-1;Z27749492

Chemical Property of N-benzyl-2-nitrobenzamide

Chemical Property:

• PSA: 78.41000
• LogP: 3.62280
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 256.08479225
• Heavy Atom Count: 19
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

N-Benzyl-2-nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-benzyl-2-nitrobenzamide

There total 6 articles about N-benzyl-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: 94.0%

2-nitrobenzoic acid 4-nitrophenyl ester (31204-05-4) + benzylamine (100-46-9) → N-(phenylmethyl)-2-nitrobenzamide (52745-10-5)

Guidance literature:

With 1,3-dimethylimidazolim iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 - 20 ℃; for 0.25h; Inert atmosphere;

Reference yield: 94.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) + benzylamine (100-46-9) → N-(phenylmethyl)-2-nitrobenzamide (52745-10-5)

Guidance literature:

With TEA; 1,2-benzisoxazol-3-yl diphenyl phosphate; In various solvent(s); for 2h; Ambient temperature;

DOI:10.1021/jo00206a006

Reference yield: 84.0%

benzylamine (100-46-9) + 2-nitrobenzyl chloride (610-14-0) → N-(phenylmethyl)-2-nitrobenzamide (52745-10-5)

Guidance literature:

In dichloromethane; at 15 - 25 ℃;

DOI:10.1021/ol070276c

upstream raw materials:

ortho-nitrobenzoic acid

benzylamine

2-nitrobenzyl chloride

2-nitrobenzoic acid 4-nitrophenyl ester

Downstream raw materials:

N-benzyl-2-nitrosobenzamide

2-amino-N-benzylbenzamide

4-benzyl-3a-methyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one

N-benzyl-2-(benzylamino)benzamide

Refernces

• 1、 Chen, Yuepeng,Liu, Xinglei,Shi, Wei,Zheng, Shilong,Wang, Guangdi,He, Ling. "One-Pot Synthesis of Seven-Membered Heterocyclic Derivatives of Diazepines Involving Copper-Catalyzed Rearrangement Cascade Allyl-Amination". . p. 5146 - 5157. Retrieved 2020/05/19.
• 2、 Chen, Ling-Yan,Wu, Mei-Fang. "An Efficient Catalytic Amidation of Esters Promoted by N-Heterocyclic Carbenes". . p. 1595 - 1602. Retrieved 2019/03/26.