2829-26-7

Basic information

• Product Name: 1-(4-Chlorobenzylidene)-2-phenylhydrazine
• Synonyms: 1-(4-Chlorobenzylidene)-2-(phenyl)hydrazine;1-(4-Chlorobenzylidene)-2-phenylhydrazine;4-Chlorobenzaldehyde phenylhydrazone;N-Phenyl-4-chlorobenzaldehyde hydrazone;p-Chlorobenzaldehyde phenyl hydrazone;N-[(4-chlorophenyl)methylideneamino]aniline
• CAS NO: 2829-26-7
• Molecular Formula: C₁₃H₁₁ClN₂
• Molecular Weight: 230.69
• Mol File: 2829-26-7.mol

Chemical Properties

• Boiling Point: 353.4°C at 760 mmHg
• Flash Point: 167.6°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 3.58E-05mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: 1-(4-Chlorobenzylidene)-2-phenylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Chlorobenzylidene)-2-phenylhydrazine(2829-26-7)
• EPA Substance Registry System: 1-(4-Chlorobenzylidene)-2-phenylhydrazine(2829-26-7)

Safety Data

• Hazardous Substances Data: 2829-26-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-Chlorobenzylidene)-2-phenylhydrazine is used as a building block for the synthesis of potential drugs and bioactive molecules. Its unique structure and reactivity contribute to the development of new pharmaceutical compounds with potential therapeutic applications.

InChI:InChI=1/C13H11ClN2/c14-12-8-6-11(7-9-12)10-15-16-13-4-2-1-3-5-13/h1-10,16H

Upstream product

• 1867-38-5 4-chlorobenzylidenemalonodinitrile 
• 873-76-7 para-Chlorobenzyl alcohol 
• 62-53-3 aniline 
• 59-88-1 phenylhydrazine hydrochloride 
• 104-88-1 4-chlorobenzaldehyde 
• 100-63-0 phenylhydrazine 
• 3848-36-0 4-chlorobenzaldoxime 
• 89809-77-8 ethyl 6-amino-4-(4-chlorophenyl)-5-cyano-2-methyl-4H-pyran-3-carboxylate 

Downstream Products

• 23982-86-7 1-benzyl-2-(4-chlorophenyl)-1H-benzo[d]imidazole 
• 51502-74-0 4-chloro-N'-(4-chloro-phenyl)-benzohydrazonoyl chloride 
• 1041055-01-9 4-chloro-benzoic acid N-[(4-chloro-phenyl)-(phenyl-hydrazono)-methyl]-N'-phenyl-hydrazide 
• 1016169-28-0 4-(2-chloro-6-fluoro-phenyl)-3-(4-chloro-phenyl)-1-phenyl-1H-pyrazole 
• 1016169-30-4 3-(4-chloro-phenyl)-1-phenyl-4-(3-trifluoromethyl-phenyl)-1H-pyrazole 
• 1016169-29-1 4-(4-bromo-phenyl)-3-(4-chloro-phenyl)-1-phenyl-1H-pyrazole 
• 1016169-31-5 3-(4-chloro-phenyl)-4-(4-nitro-phenyl)-1-phenyl-1H-pyrazole 
• 1016169-24-6 4-benzo[1,3]dioxol-5-yl-3-(4-chloro-phenyl)-1-phenyl-1H-pyrazole 
• 1016169-32-6 3-(4-chloro-phenyl)-5-methyl-1,4-diphenyl-1H-pyrazole 
• 1016169-33-7 3-(4-chloro-phenyl)-1-phenyl-4-thiophen-2-yl-1H-pyrazole 
• 1016169-34-8 3-(4-chloro-phenyl)-4-furan-2-yl-1-phenyl-1H-pyrazole 
• 1016169-35-9 3-[3-(4-chloro-phenyl)-1-phenyl-1H-pyrazole-4-yl]-pyridine 
• 73964-63-3 5-(4-chlorophenyl)-2,4-diphenyl-2H-1,2,4-triazol-3(4H)-one 

Relevant articles and documents

Broad-Spectrum Antifungal Agents: Fluorinated Aryl- and Heteroaryl-Substituted Hydrazones

Fluorinated aryl- and heteroaryl-substituted monohydrazones displayed excellent broad-spectrum activity against various fungal strains, including a panel of clinically relevant Candida auris strains relative to a control antifungal agent, voriconazole (VRC). These monohydrazones displayed less hemolysis of murine red blood cells than that of VRC at the same concentrations, possessed fungicidal activity in a time-kill study, and exhibited no mammalian cell cytotoxicity. In addition, these monohydrazones prevented the formation of biofilms that otherwise block antibiotic effectiveness and did not trigger the development of resistance when exposed to C. auris AR Bank # 0390 over 15 passages.

Synthesis of 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenylformazans) and 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-ium) Perchlorates

Abstract: New bis-formazans and bis(5,6-dihydro-1,2,4,5-tetrazin-1-ium) perchlorates were synthesized with high yields under mild conditions. 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenylformazans) were obtained by diazo coupling of para-substituted benzaldehyde phenylhydrazones with [1,1′-biphenyl]-4,4′-bis(diazonium chloride). Treatment of the obtained bis-formazans with formaldehyde in the presence of perchloric acid in dioxane afforded 1,1′-([1,1′-biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-ium) diper-chlorates. The structure of the synthesized compounds was confirmed by elemental analyses and UV, IR, and 1H and 13C NMR spectra.

Facile One-Pot Transformation of Primary Alcohols into 3-Aryl- and 3-Alkyl-isoxazoles and -pyrazoles

Various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylisoxazoles in good yields in one pot by successive treatment with PhI(OAc) 2 in the presence of TEMPO, NH 2 OH, and then NCS, followed by reaction with alkynes in the presence of Et 3 N. Similarly, various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylpyrazoles in good yields in one pot by successive treatment with PhI(OAc) 2 in the presence of TEMPO, PhNHNH 2, and then NCS and decyl methyl sulfide, followed by reaction with alkynes in the presence of Et 3 N. Thus, both 3-aryl- and 3-alkylisoxazoles, and 3-aryl- and 3-alkylpyrazoles could be prepared from readily available primary alcohols in one pot under transition-metal-free conditions.

Copper-mediated synthesis of substituted 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles via C-H functionalization/C-N/C-O bond formation

An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.

In situ alcohol oxidation-protection reactions

The one-pot conversion of primary and secondary alcohols into phenylhydrazones and 2,4-dintrophenylhydrazones is reported using chromium trioxide supported on silica gel and phenylhydrazines or 2,4- dintrophenylhydrazines under solvent-free conditions. This oxidation arylhydrazone formation reaction has been applied to a range of aliphatic and benzylic alcohols. Copyright Taylor & Francis, Inc.

Polyazanaphthalenes, I. The Reaction of Ethyl 6-Amino-5-cyano-4-aryl-2-methyl-4H-pyran-3-carboxylate with Nucleophilic Reagents

Ethyl 6-amino-5-cyano-4-aryl-2-methyl-4H-pyran-3-carboxylates 4 could be converted into 1,6-diazanaphthalene, pyranopyrazole, isoxazolopyridine, pyranopyridine, 1,8-diazanaphthalene, and pyranopyridine derivatives on treatment