N-benzylidenebenzamide

Base Information

• Chemical Name: N-benzylidenebenzamide
• CAS No.: 10374-29-5
• Molecular Formula: C14H11NO
• Molecular Weight: 209.247
• DSSTox Substance ID: DTXSID60455052
• Nikkaji Number: J563.506C
• Mol file: 10374-29-5.mol

Synonyms:N-benzylidenebenzamide;Benzamide, N-(phenylmethylene)-;10374-29-5;SCHEMBL3077773;SCHEMBL14327772;DTXSID60455052

Chemical Property of N-benzylidenebenzamide

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 209.084063974
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=NC(=O)C2=CC=CC=C2

Technology Process of N-benzylidenebenzamide

There total 11 articles about N-benzylidenebenzamide 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: 77.0%

N-benzylidene-1,1,1-trimethylsilanamine (17599-61-0) + benzoyl chloride (98-88-4) → N-benzylidenebenzamide (10374-29-5)

Guidance literature:

In chloroform; for 3h; Heating;

DOI:10.1055/s-1984-30936

Reference yield: 67.0%

N-<α-(p-Toluolsulfonyl)-benzyl>-benzamid (14674-23-8) → N-benzylidenebenzamide (10374-29-5)

Guidance literature:

With caesium carbonate; sodium sulfate; In dichloromethane; at 23 ℃; for 5h; Inert atmosphere;

Reference yield: 66.0%

N-(methoxy(phenyl)methyl)benzamide (10387-93-6) → N-benzylidenebenzamide (10374-29-5)

Guidance literature:

at 120 ℃; under 0.5 Torr;

DOI:10.1016/j.tetlet.2007.07.201

upstream raw materials:

2,4-diphenyl-4H-oxazol-5-one

N-(methoxy(phenyl)methyl)benzamide

N-benzyl-N-(1-methyl-2-oxo-2-phenyl-ethyl)benzamide

N-benzylidene-1,1,1-trimethylsilanamine

Downstream raw materials:

3-(benzoylamino)-3-phenylpropionic acid tert-butyl ester

ethyl 3-phenyl-2-propenoate

N-benzoyl-diphenylmethylamine

Refernces

• 1、 Sheng, Jiajun,Chang, Huan,Qian, Yu,Ma, Mingliang,Hu, Wenhao. "A convenient one-pot approach to Paclitaxel (Taxol) side chain via 1,3-dipolar cycloaddition of carbonyl ylides and N-benzoylbenzyl imines". supporting information. p. 2141 - 2144. Retrieved 2018/05/05.
• 2、 Zhao, Gui-Ling,Lin, Shuangzheng,Korotvicka, Ales,Deiana, Luca,Kullberg, Martin,Cordova, Armando. "Asymmetric synthesis of maraviroc (UK-427,857)". supporting information; experimental part. p. 2291 - 2298. Retrieved 2010/12/20.