4440-16-8

Usage

Uses

Used in Organic Synthesis:
(furan-2-ylmethylidene)propanedioic acid is used as a versatile reagent for [facilitating the formation of carbon-carbon bonds and heterocyclic compounds] because of [its unique chemical structure that contains a furan ring and a carboxylic acid group].
Used in Pharmaceutical Production:
In the pharmaceutical industry, (furan-2-ylmethylidene)propanedioic acid is used as a building block for [the production of various drugs] due to [its ability to contribute to the formation of complex molecular structures required in medicinal chemistry].
Used in Agrochemical Production:
Similarly, (furan-2-ylmethylidene)propanedioic acid is utilized as a key component in [the synthesis of agrochemicals] for [its role in creating essential molecules for crop protection and enhancement].

Upstream product

• 98-01-1 furfural 
• 96-15-1 2-Methylbutylamine 
• 141-82-2 malonic acid 
• 64-19-7 acetic acid 
• 4728-04-5 3-(furan-2-ylmethylene)pentane-2,4-dione 
• 302-72-7 rac-Ala-OH 
• 17448-96-3 ethyl 2-carbethoxy-3-(2-furanyl)propenoate 
• 39558-97-9 N-methylfurfurylidenamine 

Downstream Products

• 935-13-7 3-(2-furyl)propanoic acid 
• 539-47-9 3-(fur-2-yl)crotonic acid 

Relevant academic research and scientific papers

Exploration of the Role of Double Schiff Bases as Catalytic Intermediates in the Knoevenagel Reaction of Furanic Aldehydes: Mechanistic Considerations

This paper presents mechanistic considerations on an efficient, green, and solvent-free Knoevenagel procedure for the chemical transformation of furanic aldehydes into their corresponding α,β-unsaturated compounds. In the proposed mechanism furanic aldehydes react with ammonia, released from ammonium salts, to form a catalytically active double Schiff base. The catalytic intermediates involved in the condensation step are characterized.

Molecular mass enhancement of biological feedstocks

The instant invention involves a process for enhancing molecular mass of biomass reactants. The process comprises first forming a substituted or unsubstituted furfural from a biomass. The substituted or unsubstituted furfural is then reacted with an activated methylene compound in the presence of a catalyst and, if desired, a solvent to form a Knoevenagel product. The product may then be hydrogenated to products containing an alcohol, ether, aldehyde, or ketone functional groups or to an olefinic or aliphatic species wherein as much as all of the oxygen and/or nitrogen has been removed.

Highly enantioselective friedel-crafts reaction of indole with alkylidenemalonates catalyzed by heteroarylidene malonate-derived bis(oxazoline) copper(II) complexes

A series of cheap and easily accessible heteroarylidenemalonate-derived bis(oxazoline) ligands 1 and 2 were synthesized and their copper(II) complexes were applied to the catalytic Friedel-Crafts reaction between indoles and diethyl alkylidenemalonates, E

CO2 absorbing cost-effective ionic liquid for synthesis of commercially important alpha cyanoacrylic acids: A safe process for activation of cyanoacetic acid

Cost-effective and carbon dioxide absorbing ionic liquid, tri-(2-hydroxyethyl) ammonium acetate, was shown to perform multiple roles in Knoevenagel condensation. It acted as an environmentally benign solvent, as an activating catalyst for the less reactive cyanoacetic acid and also as a risk reduction medium for the unevenly generated large amount of CO2 gas for large scale reactions. The reaction was scaled up for multi-gram synthesis of commercially important alpha cyanoacrylic acids.

Solvent-free bentonite-catalyzed condensation of malonic acid and aromatic aldehydes under microwave irradiation

Solvent-free condensation between malonic acid and aromatic aldehydes in the presence of bentonite was investigated. Various diacids were obtained in good to moderate yields and in very short short reaction times under microwave irradiation. The method showed simplicity in performance, non-aqueous work-up, no side products and low cost.

Microwave enhanced Knoevenagel condensation of malonic acid on basic alumina

An improved Knoevenagel condensation of malonic acid and aldehydes can be achieved by microwave irradiation over alumina. A number of diacids were prepared in good yields in very short reaction times.