74446-19-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
METHYL 2-CHLORO-ALPHA-CYANOCINNAMATE is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides.
Used in Flavor and Fragrance Industry:
METHYL 2-CHLORO-ALPHA-CYANOCINNAMATE is used as a starting material for the production of flavors and fragrances, enhancing the sensory profiles of various consumer products.
Used in Skincare and Sunscreen Products:
METHYL 2-CHLORO-ALPHA-CYANOCINNAMATE is used as a UV filter in skincare products and sunscreens, providing protection against harmful ultraviolet radiation.
Safety Precautions:
It is important to handle METHYL 2-CHLORO-ALPHA-CYANOCINNAMATE with care due to its potential to cause skin and eye irritation. It should be stored and used in a well-ventilated area to minimize exposure risks.

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 105-34-0 methyl 2-cyanoacetate 
• 70380-66-4 2-chlorobenzaldehyde dimethyl acetal 
• 372-09-8 cyanoacetic acid 
• 105480-01-1 methyl 3-acetoxy-3-(o-chlorophenyl)-2-methylenepropanoate 
• 154243-34-2 methyl 3-hydroxy-2-methylene-3-(2-chlorophenyl)propanoate 
• 1254217-98-5 2-azidomethyl-3-(2-chlorophenyl)acrylic acid methyl ester 

Relevant academic research and scientific papers

One-Pot Synthesis of γ-Azidobutyronitriles and Their Intramolecular Cycloadditions

Efficient gram-scale, one-pot approaches to azidocyanobutyrates and their amidated or decarboxylated derivatives have been developed, starting from commercially available aldehydes and cyanoacetates. These techniques combine (1) Knoevenagel condensation,

Synthesis of (E)-α,β-unsaturated carboxylic esters derivatives from cyanoacetic acid via promiscuous enzyme-promoted cascade esterification/Knoevenagel reaction

A new enzymatic protocol based on lipase-catalyzed cascade toward (E)-α,β-unsaturated carboxylic esters is presented. The proposed methodology consists of elementary organic processes starting from acetals and cyanoacetic acid leading to the formation of desired products in a cascade sequence. The combination of enzyme promiscuous abilities gives a new opportunity to synthesize complex molecules in the one-pot procedure. Results of studies on the influence of an enzyme type, solvent, and temperature on the cascade reaction course are reported. The presented methodology provides meaningful qualities such as significantly simplified process, excellent E-selectivity of obtained products and recycling of a biocatalyst.

Green and efficient synthesis method for aryl acrylonitrile compound

The invention discloses a green and efficient synthesis method for an aryl acrylonitrile compound represented by formula III. The method comprises the following steps: in an air atmosphere, by takingaryl acetonitrile of formula I as shown in the specification and excess methyl cyanoacetate of formula II as shown in the specification as raw materials, and Ru/C as a catalyst, enabling the components to react at 150-160 DEG C in the absence of a solvent, and separating and purifying a reaction mixture obtained after the reaction is completed, thereby obtaining an aryl acrylonitrile compound of formula III as shown in the specification. The method disclosed by the invention is not only low in production cost, but also good in environment protection, and is very applicable to industrial large-scale production.

N-bromosuccinimide-mediated radical cyclization of 3-arylallyl azides: Synthesis of 3-substituted quinolines

Visible light irradiation of N-bromosuccinimide serves as an effective means to convert methyl 2-(azidomethyl)-3-arylpropenoates and 2-(azidomethyl)-3-arylacrylonitriles to the corresponding iminyl radicals via ?±-hydrogen abstraction and subsequent extrusion of dinitrogen. Thus formed iminyl radicals then undergo intramolecular ortho attack on the aryl ring, affording methyl quin-oline-3-carboxylates and quinoline-3-carbonitriles respectively.

Sevelamer as an efficient and reusable heterogeneous catalyst for the Knoevenagel reaction in water

A catalyst system of Sevelamer, a phosphate-binding drug, has been prepared and used in the Knoevenagel reaction of aromatic aldehydes in water to produce substituted electrophilic alkenes. The products were obtained in excellent yields. Several novel, re

Polyguanidine as a highly efficient and reusable catalyst for knoevenagel condensation reactions in water

Polyguanidine is used as a novel and highly efficient catalyst in the Knoevenagel reaction of aldehydes with active methylene compounds in water to afford substituted electrophilic alkenes. This method is applicable for a wide range of aldehydes including

A novel and green method for the synthesis of highly substituted isoquinoline derivatives in ionic liquid

(Chemical Equation Presented) A series of new highly substituted isoquinoline derivatives was obtained from the reaction of 2-(1-substituted piperidin-4-ylidene)malononitrile, benzaldehyde and malononitrile or cyanoacetate in ionic liquid at 50°C. This no

Knoevenagel condensation catalyzed by K2NiP2O 7. Synthesis of (E)-methyl-α-cyanocinnamates in high yields

The Knoevenagel reaction of benzaldehyde and several chloroderivatives with methyl cyanoacetate catalyzed by K2NiP2O7 leads to methyl (E)-α-cyanocinnamate derivatives in 40 min with yields of 71.65-83.45%. Pure products ar