39677-96-8

Upstream product

• 100-63-0 phenylhydrazine 
• 98-03-3 thiophene-2-carbaldehyde 
• 4347-34-6 4,5-dihidro-4-hydroxy-5-phenyl-5,6,4-diazabora-benzo{b}thiophene 4,5-dihydro-4-hydroxy-5-phenyl-5,6,4-diazabora-benzo{b}thiophen 
• 59-88-1 phenylhydrazine hydrochloride 
• 62-53-3 aniline 
• 88-15-3 2-Acetylthiophene 
• 146304-82-7 2,2-Dichloro-3-hydroxy-3-thiophen-2-yl-propionic acid propyl ester 

Downstream Products

• 110063-35-9 2-(N'''-phenyl-3-[2]thienyl-[N]formazano)-benzoic acid 
• 3737-39-1 N-phenylthiophene-2-carboximidamide 
• 135984-01-9 1,5-diphenyl-3-(2-thienyl)formazane 
• 111639-70-4 N-phenyl-N'-(N-phenyl-thiophene-2-carboximidoyl)-urea 
• 303031-27-8 [((CH₃)2In)(SC₄H₃CHNNC₆H₅)]2 
• 1111749-24-6 C₁₁H₈Cl₂N₂S 
• 1236203-15-8 1-phenyl-3-(thiophen-2-yl)-1H-indazole 
• 36756-95-3 N-phenyl-C-(2-thienyl)formohydrazidoyl chloride 
• 1416008-61-1 tert-butyl 4'-tert-butyl-2-oxo-2'-phenyl-5'-(thiophen-2-yl)-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate 
• 1422957-10-5 [Ni(N-phenyl-N'-thiophen-2-ylmethylenehydrazine)₂Cl₂] 

Relevant academic research and scientific papers

New thiophene-based glass-forming hydrazones for optoelectronic applications

A new series of thiophene-containing glass-forming hydrazones is synthesized. The thermal, photoelectrical, and optical properties of these compounds are examined. The synthesized hydrazones exhibit the thermal stability sufficient for their application i

A class of highly effective broad-spectrum plant antimicrobial agentS

The present invention relates to a class of benzohydrazone compounds and synthetic methods thereof and drugs containing the compound thereof and applications thereof. The hydrate compounds involved in the present invention have the advantages of simple structure, easy synthesis, strong antibacterial activity, wide antibacterial spectrum, small toxicity to animals and plants and low composition, and can be used as active ingredients or synergistic ingredients for the development of new high-efficiency broad-spectrum plant antibacterial agents.

From Phenylhydrazone to 1H-1,2,4-Triazoles via Nitrification, Reduction and Cyclization

Herein we report an annulation of phenylhydrazone via a tandem nitrification, reduction, cyclization protocol employing cobalt nitrate and 1,2-dichloroethane to produce substituted 1H-1,2,4-triazoles. Notably, 1,2-dichloroethane serves both the solvent and a hydrogen source for transfer hydrogenation. This methodology works under mild conditions, providing a direct approach for the synthesis of 1H-1,2,4-triazoles. (Figure presented.).

Stereospecific copper(II)-catalyzed tandem ring opening/oxidative alkylation of donor-acceptor cyclopropanes with hydrazones: Synthesis of tetrahydropyridazines

Aerobic copper(II)-catalyzed tandem ring opening and oxidative C-H alkylation of donor-acceptor cyclopropanes with bisaryl hydrazones is accomplished to produce tetrahydropyridazines, in which copper(II) plays dual role as a Lewis acid as well as redox catalyst. The reaction is stereospecific, and optically active cyclopropanes can be reacted with high optical purities (89-98% enantiomeric excess). The substrate scope, functional group tolerance, dual role of the copper(II) catalyst, and the use of air as an oxidant are the important practical features. A product bearing a 3-bromoaryl group can be subjected to Pd-catalyzed Suzuki coupling with boronic acid in high yield.

The use of enaminones and enamines as effective synthons for MSA-catalyzed regioselective synthesis of 1,3,4-tri- And 1,3,4,5-tetrasubstituted pyrazoles

In the present work, an efficient regioselective synthesis of 1,3,4-tri- and 1,3,4,5-tetrasubstituted pyrazoles via a methanesulfonic acid (MSA)-catalyzed reaction of hydrazones with enaminones or enamines is reported. Mechanistically, the formation of the title compounds involves the [2+3] cycloaddition of hydrazones with enaminones or enamines followed by aromatization with acid and oxygen. This convenient method under mild conditions with various hydrazones, enaminones, and enamines was well-tolerated to afford products in good to excellent yields. Compared with the literature methods, this strategy has advantages such as materials that are available economically, metal-free catalysis, excellent regioselectivity, and high efficiency.

sp2-C–H Acetoxylation of Diversely Substituted (E)-1-(Arylmethylene)-2-phenylhydrazines Using PhI(OAc)2 as Acetoxy Source at Ambient Conditions

A catalyst- and additive-free simple and straightforward method for regioselective direct sp2 C–H acetoxylation reaction of aldehyde hydrazones has been achieved at ambient temperature employing PIDA as an acetoxy source. The scope of the reaction has been successfully verified with a wide range of biologically important aldehyde hydrazones with diverse functional group tolerance. The method is highly selective, mild and efficient, operationally simple, rapid and high-yielding.

Facile synthesis of pyrazoles by iron-catalyzed regioselective cyclization of hydrazone and 1,2-diol under ligand-free conditions

A facile synthesis of pyrazoles by the cyclization of hydrazones and 1,2-diols was described. In the presence of ferric nitrate, the reaction occurs under neat conditions and makes the use of potassium persulfate to oxidize the diol to α-hydroxy carbaldehyde for the reaction with hydrazones to produce 1,3- and 1,3,5-substituted pyrazoles selectively. The overall regioselective transformation occurs in one-pot under ligand-free, mild conditions even in the presence of air.

Simple and efficient approach for synthesis of hydrazones from carbonyl compounds and hydrazides catalyzed by meglumine

A simple, environmentally benign protocol for synthesis of hydrazones from carbonyl compounds and hydrazides has been developed in the presence of meglumine in aqueous-ethanol media at room temperature. The salient features of the present protocol are mild reaction conditions, short reaction time, high yields, operational simplicity, metal-free, applicability toward large-scale synthesis, and biodegradable and inexpensive catalyst.

Nano BF3·SiO2: A green heterogeneous solid acid for synthesis of formazan dyes under solvent-free condition

A solvent-free, efficient and rapid approach for synthesis of formazan dyes was developed by diazotization of aromatic amines with NaNO2, nano silica-supported boron trifluoride (nano BF3·SiO2), then diazo coupling with aldehyde phenylhydrazones by grinding method at room temperature. This study aimed to overcome the limitations and drawbacks of the previous reported methods such as: low temperature, using corrosive and toxic acids and solvents, using buffer solutions, instability of aryl diazonium salts, modest yields, and long reaction times.

A modern technique for preparation of zinc(II) and nickel(II) nanometric oxides using Schiff base compounds: Synthesis, characterization, and antibacterial properties

The purpose of the work reported in this paper was the preparation and characterization of Zn(II) and Ni(II) nanometric oxides by using a simple Schiff compound as precursor for complexation then thermal degradation at 600 °C. Metal complexes [Ni(L)2(Cl)2] and [Zn(L) 2](NO3)2, where L is the Schiff base formed by condensation of 2-thiophenecarboxaldehyde with phenylhydrazine, were prepared and characterized by elemental analysis and by magnetic and spectroscopic measurements (infrared, Raman, X-ray powder diffraction, and scanning electron microscopy). Elemental analysis of the chelates suggests the stoichiometry is 1:2 (metal-ligand). Infrared spectra of the complexes are indicative of coordination of the nitrogen of the phenylhydrazine (-Ph-NH-) group and the sulfur atom of the thiophene ring with the central metal atom. Magnetic susceptibility data and electronic and ESR spectra suggest a distorted octahedral structure for the Ni(II) complex and tetrahedral geometry for the Zn(II) complex. The Schiff base and its metal chelates were screened for in-vitro activity against four bacteria, two Gram-positive (Bacillus subtilis and Staphylococcus aureus) and two Gram-negative (Escherichia coli and Pseudomonas aeruginosa), and two strains of fungus (Aspergillus flavus and Candida albicans). The metal chelates were shown to have greater antibacterial activity than the free Schiff-base chelate.