N-pyridin-3-ylbenzamide

Base Information

• Chemical Name: N-pyridin-3-ylbenzamide
• CAS No.: 5221-40-9
• Molecular Formula: C12H10N2O
• Molecular Weight: 198.224
• NSC Number: 161052
• DSSTox Substance ID: DTXSID60303766
• Nikkaji Number: J1.132.013I
• Wikidata: Q82049220
• ChEMBL ID: CHEMBL1645406
• Mol file: 5221-40-9.mol

Synonyms:N-pyridin-3-ylbenzamide;5221-40-9;CHEMBL1645406;N-(PYRIDIN-3-YL)BENZAMIDE;N-(3-Pyridyl)-Benzamide;3-benzamidopyridine;NSC161052;N-3-Pyridinylbenzamide;N-(3-Pyridinyl)benzamide;Oprea1_286481;SCHEMBL167081;DTXSID60303766;BDBM50447617;AKOS002390128;NSC-161052

Chemical Property of N-pyridin-3-ylbenzamide

Chemical Property:

• Vapor Pressure: 0.00898mmHg at 25°C
• Boiling Point: 265.8°Cat760mmHg
• Flash Point: 114.5°C
• Density: 1.227g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.079312947
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CN=CC=C2

Technology Process of N-pyridin-3-ylbenzamide

There total 22 articles about N-pyridin-3-ylbenzamide 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%

3-Bromopyridine (626-55-1,163928-56-1) + benzamide (55-21-0,27208-38-4) → N-(3-pyridinyl)benzamide (5221-40-9)

Guidance literature:

With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; potassium hydroxide; tert-butyl XPhos; In ethanol; at 50 ℃;

DOI:10.1021/acscatal.1c04641

Reference yield: 97.0%

N-pyridin-3-yl-benzamidine (19673-11-1) + benzil (134-81-6) → N-(3-pyridinyl)benzamide (5221-40-9) + N-benzoylbenzamide (614-28-8)

Guidance literature:

With vanadyl(IV) sulfate hydrate; water; In N,N-dimethyl-formamide; at 70 ℃; for 18h;

DOI:10.1021/acs.joc.7b00950

Reference yield: 93.0%

3-Chloropyridine (626-60-8) + benzamide (55-21-0,27208-38-4) → N-(3-pyridinyl)benzamide (5221-40-9)

Guidance literature:

With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; potassium carbonate; In 1,4-dioxane; at 90 ℃; for 18h; Inert atmosphere; Glovebox;

DOI:10.1002/chem.201302453

upstream raw materials:

pyridin-3-ylamine

benzoyl chloride

2-chloro-6-phenyl-7-benzoylpyrido<2,3-b><1,4>thiazine

vinyl benzoate

Downstream raw materials:

3-benzamido-N-methylpyridinium iodide

N-(3-pyridinyl)phenylthioamide

N-(m-pyridyl)benzimidoyl chloride

N-(4-butylpyrid-3-yl)benzamide

Refernces

• 1、 Saito, Masato,Kawamata, Yu,Meanwell, Michael,Navratil, Rafael,Chiodi, Debora,Carlson, Ethan,Hu, Pengfei,Chen, Longrui,Udyavara, Sagar,Kingston, Cian,Tanwar, Mayank,Tyagi, Sameer,McKillican, Bruce P.,Gichinga, Moses G.,Schmidt, Michael A.,Eastgate, Martin D.,Lamberto, Massimiliano,He, Chi,Tang, Tianhua,Malapit, Christian A.,Sigman, Matthew S.,Minteer, Shelley D.,Neurock, Matthew,Baran, Phil S.. "N-Ammonium Ylide Mediators for Electrochemical C-H Oxidation". supporting information. p. 7859 - 7867. Retrieved 2021/05/26.
• 2、 Barreteau, Fabien,Battilocchio, Claudio,Browne, Duncan L.,Godineau, Edouard,Leitch, Jamie A.,Nicholson, William I.,Payne, Riley,Priestley, Ian. "Direct Amidation of Esters by Ball Milling**". supporting information. p. 21868 - 21874. Retrieved 2021/09/02.