4-chloro-N-(pyridin-2-yl)benzamide

Base Information

• Chemical Name: 4-chloro-N-(pyridin-2-yl)benzamide
• CAS No.: 14547-82-1
• Molecular Formula: C12H9 Cl N2 O
• Molecular Weight: 232.669
• NSC Number: 118971
• DSSTox Substance ID: DTXSID60932611
• Nikkaji Number: J972.258K
• Wikidata: Q82908324
• Mol file: 14547-82-1.mol

Synonyms:benzamide, 4-chloro-n-2-pyridinyl-;4-chloro-N-(pyridin-2-yl)benzamide;14547-82-1;NSC118971;Oprea1_126987;Oprea1_730156;SCHEMBL10978860;DTXSID60932611;N-(2-Pyridyl)-4-chlorobenzamide;STK416417;AKOS003239168;NSC-118971;Z85525292

Chemical Property of 4-chloro-N-(pyridin-2-yl)benzamide

Chemical Property:

• Vapor Pressure: 0.000724mmHg at 25°C
• Boiling Point: 307.5°C at 760 mmHg
• Flash Point: 139.8°C
• PSA: 41.99000
• Density: 1.341g/cm³
• LogP: 3.06030
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 232.0403406
• Heavy Atom Count: 16
• Complexity: 239

Purity/Quality:

99%min ^*data from raw suppliers

4-CHLORO-N-2-PYRIDINYL-BENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-chloro-N-(pyridin-2-yl)benzamide

There total 26 articles about 4-chloro-N-(pyridin-2-yl)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: 94.0%

2-aminopyridine (504-29-0) + p-chlorobenzoyl-1H-1,2,3-benzotriazole (4231-70-3) → 4-chloro-N-(pyridine-2-yl)benzamide (14547-82-1)

Guidance literature:

In N,N-dimethyl-formamide; at 70 ℃; for 0.5h; microwave irradiation;

DOI:10.1021/jo8007379

Reference yield: 92.0%

2-aminopyridine (504-29-0) + 4-chloro-benzoyl chloride (122-01-0) → 4-chloro-N-(pyridine-2-yl)benzamide (14547-82-1)

Guidance literature:

With pyridine; at 60 ℃; for 3h;

DOI:10.1016/j.tetlet.2012.02.117

Reference yield: 90.0%

N-(4-chlorobenzylidene)pyridin-2-amine (59045-98-6) → 4-chloro-N-(pyridine-2-yl)benzamide (14547-82-1)

Guidance literature:

With 2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; magnesium sulfate; potassium carbonate; lithium chloride; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1021/acs.orglett.7b01195

upstream raw materials:

2-aminopyridine

4-chloro-benzoyl chloride

4-Chloro-N-[1-(4-chloro-benzoyl)-1H-pyridin-(2E)-ylidene]-benzamide

aniline

Downstream raw materials:

N-[(Z)-(1H-1,2,3-benzotriazol-1-yl)(4-chlorophenyl)methylene]pyridin-2-amine

(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)(phenyl)methanone

(1H-imidazo[1,2-a]pyridin-3-yl)(phenyl)methanone

2-(4-chlorophenyl)-[1,2,4]triazolo[1,5-a]pyridine

Refernces

• 1、 Ma, Haojie,Lu, Guoqiang,Han, Bo,Huang, Guosheng,Zhang, Yuqi,Wang, Ji-Jiang. "Copper(I)-catalysed aerobic oxidative selective cleavage of C[sbnd]C bond with DMAP: Facile access to N-substituted benzamides". supporting information. . Retrieved 2021/06/15.
• 2、 Jain, Nidhi,Kumar, Sharvan,Ritu,Sharma, Charu. "Singlet oxygen mediated dual C-C and C-N bond cleavage in visible light". . p. 2921 - 2928. Retrieved 2020/04/28.