17359-82-9

Basic information

• Product Name: N-(4-Chlorophenyl)benzenecarbohydrazonoylchloride
• Synonyms: N-(4-Chlorophenyl)benzenecarbohydrazonoylchloride;Benzoyl chloride (p-chlorophenyl)hydrazone;1-(Chlorophenylmethylene)-2-(4-chlorophenyl)hydrazine;N-(4-Chlorophenyl)benzohydrazonic acid chloride
• CAS NO: 17359-82-9
• Molecular Formula: C₁₃H₁₀Cl₂N₂
• Molecular Weight: 265.1379
• Mol File: 17359-82-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 106 °C
• Boiling Point: 371.2°Cat760mmHg
• Flash Point: 178.3°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.598
• PKA: 14.39±0.10(Predicted)
• CAS DataBase Reference: N-(4-Chlorophenyl)benzenecarbohydrazonoylchloride(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Chlorophenyl)benzenecarbohydrazonoylchloride(17359-82-9)
• EPA Substance Registry System: N-(4-Chlorophenyl)benzenecarbohydrazonoylchloride(17359-82-9)

Safety Data

• Hazardous Substances Data: 17359-82-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10Cl2N2/c14-11-6-8-12(9-7-11)16-17-13(15)10-4-2-1-3-5-10/h1-9,16H/b17-13-

Upstream product

• 88267-39-4 <(p-chlorophenyl)azo>stilbene 
• 588-64-7 benzaldehyde phenylhydrazone 
• 1073-69-4 N-4-chlorophenylhydrazine 
• 65-85-0 benzoic acid 
• 17473-76-6 N'-(4-chlorophenyl)benzohydrazide 
• 98-88-4 benzoyl chloride 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 100-52-7 benzaldehyde 
• 2833-68-3 benzaldehyde-p-chlorophenylhydrazone 

Downstream Products

• 54249-05-7 1-(4-chloro-phenyl)-3-phenyl-(3ar,8bc)-3a,8b-dihydro-1H-benzo[4,5]thieno[3,2-c]pyrazole 4,4-dioxide 
• 36590-85-9 C₁₅H₁₆ClN₃ 
• 36584-09-5 C₁₉H₂₄ClN₃ 
• 51502-69-3 [3-(4-chloro-phenyl)-5-phenyl-3H-[1,3,4]thiadiazol-2-ylidene]-dimethyl-urea 
• 36584-06-2 C₁₄H₁₄ClN₃ 
• 36590-82-6 N-(p-Chlorphenyl)-benzamidhydrazon 
• 78830-52-1 (1-(4-chlorophenyl)-3-phenyl-1H-pyrazol-4-yl)phenylmethanone 
• 78830-53-2 [1-(4-Chloro-phenyl)-3-phenyl-1H-pyrazol-4-yl]-p-tolyl-methanone 
• 63637-57-0 1-(4-chlorophenyl)-3-phenyl-1H-pyrazole 
• 17647-24-4 C₁₃H₉ClN₂ 
• 78830-40-7 [(3R,4S)-4-Benzoyl-2-(4-chloro-phenyl)-5-phenyl-3,4-dihydro-2H-pyrazol-3-yl]-phenyl-methanone 
• 78830-41-8 [(3R,4S)-2-(4-Chloro-phenyl)-4-(4-methyl-benzoyl)-5-phenyl-3,4-dihydro-2H-pyrazol-3-yl]-p-tolyl-methanone 
• 1111748-01-6 methyl 1-(4-chlorophenyl)-5-(2-nitrobenzyl)-3-phenyl-4,5-dihydro-1H-pyrazole-5-carboxylate 

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.

Exploiting the Electrophilic and Nucleophilic Dual Role of Nitrile Imines: One-Pot, Three-Component Synthesis of Furo[2,3-d]pyridazin-4(5H)-ones

An expeditious multicomponent reaction to synthesize tetrasubstituted furo[2,3-d]pyridazin-4(5H)-ones is reported. In brief, hydrazonoyl chlorides react with isocyanoacetamides, in the presence of TEA, to give 1,3-oxazol-2-hydrazones which, without being isolated, can react with dimethylacetylene dicarboxylate to afford furo[2,3-d]pyridazin-4(5H)-ones with an unprecedented level of complexity in a triple domino Diels-Alder/retro-Diels-Alder/lactamization reaction sequence.