6134-59-4

Basic information

• Product Name: 2-(PHENYLHYDRAZONO)MALONIC ACID DIETHYL ESTER
• Synonyms: 2-(PHENYLHYDRAZONO)MALONIC ACID DIETHYL ESTER;DIETHYL 2-(PHENYLHYDRAZONO)MALONATE
• CAS NO: 6134-59-4
• Molecular Formula: C₁₃H₁₆N₂O₄
• Molecular Weight: 264.28
• Mol File: 6134-59-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 76-77 °C
• Boiling Point: 355.9°C at 760 mmHg
• Flash Point: 169°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 3.04E-05mmHg at 25°C
• Refractive Index: 1.525
• PKA: 7.87±0.10(Predicted)
• CAS DataBase Reference: 2-(PHENYLHYDRAZONO)MALONIC ACID DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(PHENYLHYDRAZONO)MALONIC ACID DIETHYL ESTER(6134-59-4)
• EPA Substance Registry System: 2-(PHENYLHYDRAZONO)MALONIC ACID DIETHYL ESTER(6134-59-4)

Safety Data

• Hazardous Substances Data: 6134-59-4(Hazardous Substances Data)

Usage

General Description

2-(Phenylhydrazono)malonic acid diethyl ester is a chemical compound with the molecular formula C13H16N2O4. It is a yellow-orange solid that is insoluble in water, but soluble in organic solvents. 2-(PHENYLHYDRAZONO)MALONIC ACID DIETHYL ESTER is commonly used in organic synthesis as a reagent for the preparation of various hydrazones and other derivatives. It has potential applications in the field of pharmaceuticals and agrochemicals due to its ability to form heterocyclic compounds and its versatile reactivity towards various functional groups. However, it is important to handle this compound with caution and follow proper safety procedures due to its potential hazards.

InChI:InChI=1/C13H16N2O4/c1-3-18-12(16)11(13(17)19-4-2)15-14-10-8-6-5-7-9-10/h5-9,14H,3-4H2,1-2H3

Upstream product

• 62-53-3 aniline 
• 105-53-3 diethyl malonate 
• 996-82-7 sodium diethylmalonate 
• 100-34-5 benzene diazonium chloride 
• 142-04-1 aniline hydrochloride 

Downstream Products

• 25081-30-5 (N'-phenyl-hydrazino)-acetic acid 
• 19288-90-5 2-(phenylhydrazono)-propanedioyl dichloride 
• 13732-26-8 2-(Phenylhydrazono)malonsaeure-dimethylester 
• 18514-85-7 4-oxo-1,4-dihydrocinnoline-3-carboxylic acid 
• 40885-79-8 phenylhydrazono-malonic acid monoethyl ester 
• 736-03-8 diethyl mesoxalate methyl(phenyl)hydrazone 
• 40885-82-3 2-(phenylhydrazono)malonic acid 
• 859201-35-7 (N'-phenyl-hydrazino)-malonic acid monoethyl ester 

Relevant articles and documents

Pharmacomodulations around the 4-oxo-1,4-dihydroquinoline-3-carboxamides, a class of potent CB2-selective cannabinoid receptor ligands: Consequences in receptor affinity and functionality

CB2 receptor selective ligands are becoming increasingly attractive drugs due to the potential role of this receptor in several physiopathological processes. Thus, the development of our previously described series of 4-oxo-1,4-dihydroquinoline-3-carboxamides was pursued with the aim to further characterize the structure-affinity and structure-functionality relationships of these derivatives. The influence of the side chain was investigated by synthesizing compounds bearing various carboxamido and keto substituents. On the other hand, the role of the quinoline central scaffold was studied by synthesizing several 6-, 7-, or 8-chloro-4-oxo-1,4-dihydroquinolines, as well as 4-oxo-1,4-dihydronaphthyridine and 4-oxo-1,4-dihydrocinnoline derivatives. The effect of these modifications on the affinity and functionality at the CB2 receptor was studied and allowed for the characterization of new selective CB2 receptor ligands.

Reactions of Aromatic Diazonium Salts with Diethyl Sodiomalonate

Benzenediazonium chloride and m-toluenediazonium chloride react with sodium salt of diethyl malonate in aqueous ethanol to give the coupling products (I and V) as the major products, along with the products (II, III, IV, VI) apparently derived from the coupling products.All the products obtained have been fully characterised by IR and PMR data.