4-chloro-N'-phenylbenzenecarboximidamide

Base Information

• Chemical Name: 4-chloro-N'-phenylbenzenecarboximidamide
• CAS No.: 39536-36-2
• Molecular Formula: C13H11ClN2
• Molecular Weight: 230.697
• DSSTox Substance ID: DTXSID40308057
• Mol file: 39536-36-2.mol

Synonyms:4-chloro-N'-phenylbenzenecarboximidamide;39536-36-2;4-chloro-N-phenylbenzamidine;DTXSID40308057

Chemical Property of 4-chloro-N'-phenylbenzenecarboximidamide

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 230.0610761
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-chloro-N'-phenylbenzenecarboximidamide

There total 10 articles about 4-chloro-N'-phenylbenzenecarboximidamide 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: 90.0%

4-Cyanochlorobenzene (623-03-0) + aniline (62-53-3) → N1-phenyl-4-chloro-1-benzenecarboximidamide (39536-36-2)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/d1gc01493e

Reference yield: 88.0%

1,3-Dichloro-3-methyl-5-phenyl-4-(4-chlorophenyl)-2-(4-methylphenyl)-1,5-diazapenta-1,4-diene (96127-08-1) → 2,2-Dichloro-1-(4-methylphenyl)-propanone (57169-52-5) + N1-phenyl-4-chloro-1-benzenecarboximidamide (39536-36-2)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1055/s-1984-31025

Reference yield: 87.0%

4-Cyanochlorobenzene (623-03-0) + nitrobenzene (98-95-3,26969-40-4) → N1-phenyl-4-chloro-1-benzenecarboximidamide (39536-36-2)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1039/a803077d

upstream raw materials:

p-chlorobenzamidine

phenylboronic acid

4-Cyanochlorobenzene

aniline

Downstream raw materials:

ethyl 4-hydroxy-2-(4-chlorophenyl)-1-phenyl-4,5-dihydro-1H-4-imidazolecarboxylate

Refernces

• 1、 Charpe, Vaibhav Pramod,Hwang, Kuo Chu,Ragupathi, Ayyakkannu,Sagadevan, Arunachalam. "Photoredox synthesis of functionalized quinazolinesviacopper-catalyzed aerobic oxidative Csp2-H annulation of amidines with terminal alkynes". supporting information. p. 5024 - 5030. Retrieved 2021/07/29.
• 2、 Lu, Guoqiang,Luo, Nan,Hu, Fangpeng,Ban, Zihui,Zhan, Zhenzhen,Huang, Guo-Sheng. "Transition-Metal-Free Synthesis of 1,2-diphenyl-1H-benzo[d] Imidazole Derivatives from N-phenylbenzimidamides and Cyclohexanones". supporting information. p. 487 - 492. Retrieved 2019/12/12.