25939-08-6

Upstream product

• 25957-95-3 2,4-dichlorobenzoic acid N'-phenylhydrazide 
• 89-75-8 2,4-dichlorobenzoyl chloride 
• 100-63-0 phenylhydrazine 
• 50-84-0 2,4 dichlorobenzoic acid 
• 21719-63-1 N-[1-(2,4-Dichloro-phenyl)-meth-(E)-ylidene]-N'-phenyl-hydrazine 

Downstream Products

• 1228272-98-7 5-(4-chloro-2-fluorophenyl)-3-(2,4-dichlorophenyl)-1-phenyl-1,6a-dihydropyrrolo[3,4-c]pyrazole-4,6-dione 
• 1416008-34-8 tert-butyl 4'-tert-butyl-5'-(2,4-dichlorophenyl)-2-oxo-2'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate 
• 54249-08-0 3-(2,4-dichloro-phenyl)-1-phenyl-(3ar,8bc)-3a,8b-dihydro-1H-benzo[4,5]thieno[3,2-c]pyrazole 4,4-dioxide 

Relevant academic research and scientific papers

A formal [3+2] cycloaddition reaction of: N -methylimidazole as a masked hydrogen cyanide: Access to 1,3-disubstitued-1 H -1,2,4-triazoles

N-Methylimidazole (NMI) can act as a masked HCN in the synthesis of 1,3-disubstitued-1H-1,2,4-triazoles via a formal cycloaddition reaction of hydrazonoyl chloride with NMI. The product was proved to be formed via an initial nucleophilic substitution of hydrazonoyl chloride with NMI following cyclization and two sequential C-N bond cleavages. This journal is

[3+2]-cycloaddition of in situ generated nitrile imines and acetylene for assembling of 1,3-disubstituted pyrazoles with quantitative deuterium labeling

A novel synthetic methodology for the preparation of 1,3-disubstituted pyrazoles from in situ generated nitrile imines and acetylene is reported. The reactions are performed in a simple two-chamber reactor. One part of the reactor is loaded with hydrazonoyl chloride precursors of active nitrile imine species and a base. The other part is used to generate acetylene from CaC2 and water. Partitioning of the reactants improves the yields of desired pyrazoles up to 99% and simplifies their isolation to a simple procedure of solvent evaporation. The approach requires no complex equipment and utilizes inexpensive, safe, and easy to handle calcium carbide as a starting material. A model deuterium incorporation is carried out according to the developed methodology, producing a series of novel 4,5-dideuteropyrazoles with excellent deuterium enrichment. Theoretical calculations on reaction mechanism and characterization of possible intermediate structures were performed.

Asymmetric catalytic 1,3-dipolar cycloaddition reaction of nitrile imines for the synthesis of chiral spiro-pyrazoline-oxindoles

A new 1,3-dipolar cycloaddition of nitrile imines with 3-alkenyl-oxindoles was catalyzed by a new chiral Mg(ClO4)2 complex of an N,N'-dioxide ligand. The reaction is so far the sole catalytic synthesis of spiro-pyrazoline-oxindole derivatives. A wide variety of substrates were explored to obtain good yields (up to 98%) and excellent enantioselectivities (up to 99%). This cycloaddition expands the scope of propargyl anion type 1,3-dipole in the construction of 2-pyrazoline subunit.

Synthesis and antifungal activities of New pyrazole derivatives via 1,3-dipolar cycloaddition reaction

A series of cycloadducts - pyrazoles via 1,3-dipolar cycloaddition reactions of generated nitrilimines with N-(4-chloro-2-fluorophenyl)maleimide were described. The novel compounds synthesized were characterized by 1H NMR, MS, and elemental analysis. The fungicidal tests showed that most of the title compounds exhibit significant fungicidal activities against Corynespora cassiicola.

Method of use, composition, and compounds

Certain benzoyl chloride phenylhydrazones have been found to be active against insects and mites. The benzoyl ring and the phenylhydrazone ring can be substituted with a halogen atom, a nitro group, or an alkyl group of from 1 to 6 carbon atoms, inclusive

Anthelmintic methods employing benzoyl chloride phenylhydrazones

Certain benzoyl chloride phenylhydrazones have been found to be active against insects and mites, and they have also been found to be effective, broad-spectrum anthelmintics for suppressing parasitic worms in animals, particularly sheep. The benzoyl ring