74444-83-0

Usage

Uses

Used in Pharmaceutical Industry:
DIETHYL 2-(4-CHLOROPHENYL)-1,1-CYCLOPROPANEDICARBOXYLATE is used as a building block for the synthesis of various pharmaceuticals. Its cyclopropane structure and 4-chlorophenyl group contribute to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
DIETHYL 2-(4-CHLOROPHENYL)-1,1-CYCLOPROPANEDICARBOXYLATE is also utilized as a precursor in the production of agrochemicals, specifically for the development of insecticides and pesticides. Its reported insecticidal and acaricidal properties make it a valuable component in creating effective pest control solutions.
Used in Chemical Research:
DIETHYL 2-(4-CHLOROPHENYL)-1,1-CYCLOPROPANEDICARBOXYLATE is used as a subject of study in chemical reactivity and drug design. Its cyclopropane structure offers unique opportunities for understanding and manipulating chemical reactions, which can lead to the discovery of novel compounds with potential applications in various fields.

InChI:InChI=1/C15H17ClO4/c1-3-19-13(17)15(14(18)20-4-2)9-12(15)10-5-7-11(16)8-6-10/h5-8,12H,3-4,9H2,1-2H3/t12-/m1/s1

Upstream product

• 1073-67-2 4-vinylbenzyl chloride 
• 631-22-1 diethyl dibromomalonate 
• 1030268-24-6 trimethylsulphoxonium iodide 
• 6827-40-3 diethyl 4-chlorobenzylidenemalonate 
• 685-87-0 Diethyl 2-bromomalonate 
• 104-88-1 4-chlorobenzaldehyde 
• 15277-68-6 bis(ethoxycarbonyl)(phenyliodinio)methanide 
• 105-53-3 diethyl malonate 
• 1774-47-6 trimethylsulfoxonium iodide 

Downstream Products

• 74444-84-1 Potassium; 2-(4-chloro-phenyl)-1-ethoxycarbonyl-cyclopropanecarboxylate 
• 63140-98-7 acide amino-1 parachlorophenyl-2 cyclopropanecarboxylique cis 
• 63141-02-6 acide amino-1 parachlorophenyl-2 cyclopropanecarboxylique trans chlorhydrate 
• 74444-87-4 acide parachlorophenyl-2 ethoxycarbonyl-1 cyclopropane carboxylique 
• 74444-88-5 2-(4-Chloro-phenyl)-1-isocyanato-cyclopropanecarboxylic acid ethyl ester 
• 74444-85-2 1-Azidocarbonyl-2-(4-chloro-phenyl)-cyclopropanecarboxylic acid 
• 74444-90-9 amino-1 parachlorophenyl-2 cyclopropane carboxylate d'ethyle-1 
• 74444-91-0 (1S,2R)-1-(2-Chloro-acetylamino)-2-(4-chloro-phenyl)-cyclopropanecarboxylic acid 
• 74444-91-0 (1S,2S)-1-(2-Chloro-acetylamino)-2-(4-chloro-phenyl)-cyclopropanecarboxylic acid 
• 89201-02-5 diethyl 2-[2-(4-chlorophenyl)-2-oxoethylidene]malonate 
• 89876-11-9 trans-4-(4-chlorophenyl)-3-butenoic acid ethyl ester 
• 85211-00-3 ethyl 2-(ethoxycarbonyl)-4-(p-chlorophenyl)butanoate 

Relevant academic research and scientific papers

[3+3] Annulation via Ring Opening/Cyclization of Donor–Acceptor Cyclopropanes with (Un)symmetrical Ureas: A Quick Access to Highly Functionalized Tetrahydropyrimidinones

A mild and straight-forward access to pharmacologically privileged tetrahydropyrimidinones exploiting readily available Donor–Acceptor cyclopropanes (DACs) is reported. This methodology involves the Lewis acid catalyzed synthesis of uriedo-malonates from (un)symmetrical ureas and DACs followed by I2-base mediated cyclization to their corresponding tetrahydropyrimidinones. The cyclization protocol involves nucleophilic attack of the nitrogen of urea on the newly generated electrophilic acceptor end of DAC. The post functionalization offered potential biologically active molecules.

A practical and reusable catalyst for the synthesis of donor-acceptor cyclopropane

Herein, a convenient, recyclable and inexpensive Cu-based catalytic system is developed for the synthesis of donor-acceptor (D-A) cyclopropane via the cycloaddition of styrene derivatives with diethyl bromomalonate. A core-shell catalyst of Fe3

Sc(OTf)3-Catalyzed [3 + 3] Cycloaddition of Cyclopropane 1,1-Diesters with Phthalazinium Dicyanomethanides

The Sc(OTf)3-catalyzed diastereoselective [3 + 3] cycloaddition of phthalazinium dicyanomethanides with cyclopropane 1,1-diesters proceeded smoothly under mild reaction conditions, affording a variety of 3,4-dihydro-1H-pyrido[2,1-a]phthalazine derivatives in up to 99% yields with excellent diastereoselectivities.

Synthesis and anticonvulsant activity of new 6-methyl-1-substituted-4,6- diazaspiro[2.4]heptane-5,7-diones

In the present study on the development of new anticonvulsants, twenty new 6-methyl-1-substituted-4,6-diazaspiro[2.4]heptane-5,7-diones were synthesized and tested for anticonvulsant activity using the maximal electroshock (MES) and subcutaneous pentylene

Latent Inhibitors. Part 7. Inhibition of Dihydro-orotate Dehydrogenase by Spirocyclopropanobarbiturates

A series of 5-spirocyclopropanobarbiturates bearing alkyl and aryl substituents on the cyclopropane ring has been synthesized.Dihydro-orotate dehydrogenase from Clostridium oroticum was shown to be inhibited by these compounds.A related series of 5-member

Copper(II) Halide Catalyzed Cyclopropanation of Olefins Involving Dehydrobromination of Bromomalonic Ester by Amine

The reaction of olefins with bromomalonic ester and 1,8-diazabicycloundec-7-ene (DBU) proceeded in the presence of a catalytic amount of copper(II) halide to give 1,1-bis(alkoxycarbonyl)cyclopropane derivatives.DBU was converted into DBU-hydrobromi

A New Synthetic Route to Electrophilic Cyclopropane Derivatives from Olefins

1,1-Bis(alkoxycarbonyl)-, 1-alkoxycarbonyl-1-cyano-, and 1,1-dicyanocyclopropane derivatives were obtained in 10-99percent yields by the reaction of Br2C(COOR)2, Br2C(CN)(COOR), and KBr4, respectively, with olefins and Cu2Br2 in dimethyl sulfox

SYNTHESIS OF gem-DIALKOXYCARBONYLCYCLOPROPANE DERIVATIVES FROM OLEFINS BY THE REACTION WITH DIBROMOMALONIC ESTERS AND COPPER IN DIMETHYL SULPHOXIDE

A novel method for the synthesis of gem-dialkoxycarbonylcyclopropane derivatives is reported which involves the reaction of olefins with dibromomalonic esters and Cu in dimethyl sulphoxide.The reaction was applicable to a wide range of olefins and proceeded smoothly at moderate temperature to give the cyclopropane derivatives often in good yields.Cu was converted to Cu(II) bromide during the reaction.The reaction was weakly electrophilic and proceeded non-stereospecifically, and a stepwise mechanism involving addition and elimination appeared favourable for the reaction.In contrast, in the previously reported examples of the cyclopropanation of olefins by organic gem-dihalides and Cu in an aromatic hydrocarbon, Cu was concerted to Cu(I) halides and a concerted cycloaddition of carbenoid intermediates appeared favourable.