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What is Diethyl ethoxymethylenemalonate?

May 27，2021

Identification

Product Name: Diethyl ethoxymethylenemalonate

Synonyms: 1,1-DICARBETHOXY-2-ETHOXYETHYLENE;2,2-DICARBETHOXYVINYL ETHYL ETHER;AKOS BBS-00004230;LABOTEST-BB LT02094814;ETHYL A-CARBETHOXY-B-ETHOXYACRYLATE;ETHYL ETHOXYMETHYLENE MALONATE;ETHYL 3-ETHOXY-2-(ETHOXYCARBONYL)ACRYLATE;EMME

CAS: 87-13-8

MF: C10H16O5

MW: 216.23

EINECS: 201-725-7

Structure Article illustration

Properties

Melting point -33°C

Boiling point 279-283 °C(lit.)

Density 1.080 g/mL at 20 °C(lit.)

Vapor pressure <0.1 hPa

Refractive index n20/D 1.463

Fp 311 °F

Storage temp. Refrigerator

Form Liquid

Color Clear colorless to light yellow

Water Solubility insoluble

Application

Diethyl ethoxymethylenemalonate is an intermediate in the production of Flumequine, which can be used as a precursor to synthesize pyrimidinones, thiazolopyrimidines, thiazolopyrimidinones,triazolo [1, 5-a] pyrimidines, pyrimido[2,1-b]benzothiazoles and ethyl 3-amino-5-oxoisoxazolidine-4-carboxylate derivatives.

Purification Methods

Likely impurity is diethyl diethoxymethylene malonate which is difficult to separate from diethyl ethoxymethylene malonate by distillation, and it is necessary to follow the course of the distillation by the change in refractive index instead of boiling point. After a low boiling fraction is collected, there is obtained an intermediate fraction (n 20 1.414—1.458), the size of which depends on the amount of the diethoxymethylene compound. This fraction is fractionated through a 5inch Vigreux column (p 11) at low pressure avoiding interruption in heating.

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