25939-10-0

Basic information

• Product Name: 3-methyl-N'-phenylbenzohydrazonoyl chloride
• Synonyms: 3-methyl-N'-phenylbenzohydrazonoyl chloride
• CAS NO: 25939-10-0
• Molecular Weight: 244.724
• Mol File: 25939-10-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3-methyl-N'-phenylbenzohydrazonoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-N'-phenylbenzohydrazonoyl chloride(25939-10-0)
• EPA Substance Registry System: 3-methyl-N'-phenylbenzohydrazonoyl chloride(25939-10-0)

Safety Data

• Hazardous Substances Data: 25939-10-0(Hazardous Substances Data)

Upstream product

• 1711-06-4 3-Methylbenzoyl chloride 
• 587-03-1 3-methylbenzyl alcohol 
• 620-23-5 m-tolyl aldehyde 
• 99-04-7 m-Toluic acid 
• 100-63-0 phenylhydrazine 
• 59670-13-2 C₁₄H₁₄N₂ 
• 25957-96-4 3-Methylbenzoesaeurephenylhydrazid 

Downstream Products

• 1228272-96-5 5-(4-chloro-2-fluorophenyl)-1-phenyl-3-m-tolyl-1a,6a-dihydropyrrolo[3,4-c]pyrazole-4,6-dione 
• 1416008-46-2 tert-butyl 4'-tert-butyl-2-oxo-2'-phenyl-5'-m-tolyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate 
• 895138-61-1 1-phenyl-3-(m-tolyl)-1H-pyrazole 

Relevant articles and documents

Palladium-Catalyzed cascade carbonylative synthesis of 1,2,4-triazol-3-ones from hydrazonoyl chlorides and NaN3

A palladium-catalyzed three-component carbonylative reaction for the synthesis of 3H-1,2,4-triazol-3-ones from hydrazonoyl chlorides and NaN3 has been achieved. The reaction presumably proceeds through a cascade carbonylation, acyl azide format

[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.