69660-02-2

Basic information

• Product Name: N-phenyl-2-fluorobenzenecarbohydrazonoyl chloride
• Synonyms: N-phenyl-2-fluorobenzenecarbohydrazonoyl chloride
• CAS NO: 69660-02-2
• Molecular Weight: 248.687
• Mol File: 69660-02-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N-phenyl-2-fluorobenzenecarbohydrazonoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenyl-2-fluorobenzenecarbohydrazonoyl chloride(69660-02-2)
• EPA Substance Registry System: N-phenyl-2-fluorobenzenecarbohydrazonoyl chloride(69660-02-2)

Safety Data

• Hazardous Substances Data: 69660-02-2(Hazardous Substances Data)

Upstream product

• 348-14-1 1-(2-fluorobenzylidene)-2-phenylhydrazine 
• 446-52-6 2-Fluorobenzaldehyde 
• 445-29-4 o-fluoro-benzoic acid 
• 100-63-0 phenylhydrazine 
• 393-52-2 2-Fluorobenzoyl chloride 

Downstream Products

• 1228272-89-6 5-(4-chloro-2-fluorophenyl)-3-(2-fluorophenyl)-1-phenyl-1a,6a-dihydropyrrolo[3,4-c]pyrazole-4,6-dione 
• 1236203-11-4 3-(2-fluoro-phenyl)-1-phenyl-1H-indazole 

Relevant articles and documents

Sequential [3+2] annulation reaction of prop-2-ynylsulfonium salts and hydrazonyl chlorides: Synthesis of pyrazoles containing functional motifs

A novel sequential [3+2] annulation reaction has been developed using prop-2-ynylsulfonium salts and hydrazonyl chlorides, affording a series of pyrazoles with functional motifs that can be post modified in the preparation of various drugs or drug candidates. Further transformation and gram-scale operations could also be achieved efficiently. 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.

Synthesis of Spirobidihydropyrazole through Double 1,3-Dipolar Cycloaddition of Nitrilimines with Allenoates

The double 1,3-dipolar cycloaddition of allenoates with nitrilimines has been achieved under mild reaction conditions, affording a variety of spirobidihydropyrazoles in moderate to excellent yields with excellent diastereoselectivities. The reaction diastereoselectively constructs double dihydropyrazole moieties and two chiral centers including a spiro carbon center.