30866-24-1

Basic information

• Product Name: Ethyl malonyl hydrazide
• Synonyms: ETHYL MALONYL HYDRAZIDE;ETHYL 3-HYDRAZINO-3-OXOPROPIONATE;Ethyl 3-oxo-3-hydrazino-propionate;Nsc75205;ethyl 3-hydrazinyl-3-oxopropanoate;Ethyl 3-hydrazino-3-oxopropionate 97%;Ethyl malonyl hydrazine;N1-Ethylmalonohydrazide
• CAS NO: 30866-24-1
• Molecular Formula: C₅H₁₀N₂O₃
• Molecular Weight: 146.15
• Mol File: 30866-24-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 72-75 °C(lit.)
• Boiling Point: 320.9°C at 760 mmHg
• Flash Point: 147.8°C
• Appearance: /
• Density: 1.176g/cm³
• Vapor Pressure: 0.000309mmHg at 25°C
• Refractive Index: 1.462
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 12.02±0.35(Predicted)
• CAS DataBase Reference: Ethyl malonyl hydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl malonyl hydrazide(30866-24-1)
• EPA Substance Registry System: Ethyl malonyl hydrazide(30866-24-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 30866-24-1(Hazardous Substances Data)

Usage

Description

Ethyl malonyl hydrazide, also known as Ethyl 3-hydrazino-3-oxopropionate, is an organic compound that serves as a versatile starting reagent in the synthesis of various complex molecules. It is characterized by its ability to participate in chemical reactions, leading to the formation of different compounds with potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
Ethyl malonyl hydrazide is used as a starting reagent for the step-wise construction of complex pyrrole-pyrazole systems. These systems are essential in the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Chemical Synthesis:
Ethyl malonyl hydrazide is used as a key intermediate in the synthesis of 4,5-dihydro-1H-pyrazoles. This application involves two methods: conventional thermal heating and microwave-assisted methods. The synthesized pyrazoles can be utilized in various chemical and pharmaceutical applications.
Used in Research and Development:
Ethyl malonyl hydrazide is used as a building block in the synthesis of pyrazolopyridazine, a compound with potential applications in the development of new drugs and materials. Researchers can explore the properties and potential uses of this compound in various industries, including pharmaceuticals and materials science.

InChI:InChI=1/C5H10N2O3/c1-2-10-5(9)3-4(8)7-6/h2-3,6H2,1H3,(H,7,8)

Upstream product

• 140-87-4 Cyanoacetohydrazide 
• 1846-76-0 ethyl coumarin-3-carboxylate 
• 137786-67-5 ethyl 3-amino-2-ethoxycarbonyl-2-butenoate 
• 105-53-3 diethyl malonate 
• 64-17-5 ethanol 

Downstream Products

• 30866-26-3 ethyl 3-(2-(4-chlorobenzylidene)hydrazinyl)-3-oxopropanoate 
• 30866-40-1 3-(4-Chloro-phenyl)-2,4-bis-[1-(4-chloro-phenyl)-meth-(E)-ylidene-hydrazinocarbonyl]-pentanedioic acid diethyl ester 
• 30866-27-4 [1-(2-Chloro-phenyl)-meth-(E)-ylidene-hydrazinocarbonyl]-acetic acid ethyl ester 
• 30866-42-3 N'-(2-hydroxybenzylidene)-2-oxo-2H-chromene-3-carbohydrazide 
• 30866-28-5 ethyl 3-(2-(4-methoxybenzylidene)hydrazinyl)-3-oxopropanoate 
• 1095274-57-9 1,1-dimethylethyl 4-(3-chloro-5-{5-[2-(ethyloxy)-2-oxoethyl]-1,3,4-oxadiazol-2-yl}phenyl)-3,6-dihydro-1(2H)-pyridinecarboxylate 
• 1095274-53-5 ethyl {5-[3-chloro-5-(5-pyrimidinyl)phenyl]-1,3,4-oxadiazol-2-yl}acetate 
• 1095274-52-4 ethyl [5-(3-bromo-5-chlorophenyl)-1,3,4-oxadiazol-2-yl]acetate 
• 1453856-10-4 ethyl 3-[2-(4-iodobenzoyl)hydrazino]-3-oxopropanoate 

Relevant articles and documents

A new approach for one-pot, green synthesis of new polycyclic indoles in aqueous solution

Electro-oxidation of phenylamine derivatives (1a and 1b) have been studied in the presence of pyrazolidine-3,5-dione (3) as a nucleophile in phosphate buffer solution mixed with ethanol, using voltammetric and spectroscopic techniques. The obtained results indicated that the oxidized form of phenylamines (2a and 2b) participate in Michael addition type reactions with pyrazolidine-3,5-dione (3) and via ECECCCCC mechanisms convert to the corresponding new polycyclic indoles (12a and 12b). In the present study, new polycyclic indole derivatives were synthesized with good yields and high purity using a facile, one-pot and environmentally friendly electrochemical method, without any chemical catalysts, toxic solvents and hard conditions.

1,8-Naphthyridines VI. Synthesis and anti-inflammatory activity of 5-(alkylamino)-N,N-diethyl[1,2,4]triazolo[4,3-a][1,8]naphthyridine-6-carboxamides with a new substitution pattern on the triazole ring

On the basis of the good anti-inflammatory properties shown by the 9-alkyl-N,N-dialkyl-5-(alkylamino)[1,2,4]triazolo[4,3-a][1,8]naphthyridine-6-carboxamides 1, a series of analogues of such compounds, in which the 9-alkyl substituent was replaced by an ester or amide group (compounds 3a-i), was prepared and tested (inhibition of carrageenan-induced paw edema in the rat). Also two 5-(N-alkyl,N-acylamino) derivatives (compounds 4a,b) were synthesized and evaluated for the same purpose. Even though the general trend for these new [1,2,4]triazolo[4,3-a][1,8]naphthyridine derivatives was a decrease in activity compared with compounds 1, some of the new synthesized compounds exhibited still good anti-inflammatory properties.

Synthesis method of 5-methyl-4H-1,2,4-triazole-3-acetic acid

A synthesis method of 5-methyl-4H-1,2,4-triazole-3-acetic acid comprises steps as follows: 1) diethyl malonate and hydrazine hydrate react in an alcohol solvent at the room temperature, and a compound1 is obtained; 2) the compound 1 and methyl ethyl imino ether hydrochloride 2 react in a proper solvent in the presence of organic alkali at the reflux temperature, and a compound 3 is obtained; 3) the compound 3 hydrolyzes ester bonds in an alcohol solvent in the presence of alkali, proper acid is added for an acidizing reaction, a compound I is obtained and the reaction route is shown in the following description. The synthesis method has the advantages as follows: raw materials used in the synthesis route are easy to obtain and cheap, the synthesis process of each step has mild conditionsand industrial production is facilitated.