122081-29-2

Usage

Uses

Used in Pharmaceutical and Chemical Industries:
ETHYL 2-[(4-METHYLBENZOYL)AMINO]ACETATE is used as a building block for the synthesis of various organic compounds, contributing to the development of new pharmaceuticals and chemical products. Its structural features make it a valuable intermediate in the creation of complex molecules with potential therapeutic or functional applications.
Used in Flavoring and Fragrance Industry:
ETHYL 2-[(4-METHYLBENZOYL)AMINO]ACETATE is utilized as a flavoring agent or fragrance in products such as perfumes, cosmetics, and food products. Its aromatic properties allow it to enhance the sensory experience of these consumer goods, adding value and appeal to the final products.
Used in Medicinal and Therapeutic Formulations:
Possessing potential applications in medicinal and therapeutic formulations, ETHYL 2-[(4-METHYLBENZOYL)AMINO]ACETATE may contribute to the development of new treatments and therapies. Its chemical properties could be harnessed to create active pharmaceutical ingredients or to improve the delivery and efficacy of existing medications.
It is crucial to handle ETHYL 2-[(4-METHYLBENZOYL)AMINO]ACETATE with care due to the health and safety risks associated with mishandling or improper use. Adequate safety measures should be implemented to ensure the safe utilization of ETHYL 2-[(4-METHYLBENZOYL)AMINO]ACETATE in various applications.

InChI:InChI=1/C12H15NO3/c1-3-16-11(14)8-13-12(15)10-6-4-9(2)5-7-10/h4-7H,3,8H2,1-2H3,(H,13,15)

Upstream product

• 623-33-6 glycine ethyl ester hydrochloride 
• 874-60-2 4-methyl-benzoyl chloride 
• 104-87-0 4-methyl-benzaldehyde 
• 99-94-5 p-Toluic acid 
• 1644630-66-9 C₁₄H₁₀ClNO₄ 
• 459-73-4 GlyOEt*HCl 
• 589-18-4 4-Methylbenzyl alcohol 
• 3619-22-5 p-toluic hydrazide 
• 122081-17-8 HONC(CH₃)C(CH₃)NNHC(O)C₆H₄CH₃-p 
• 122081-21-4 4-Methyl-benzoic acid 4,5-dimethyl-[1,2,3]triazol-1-yl ester 
• 64-17-5 ethanol 
• 27115-50-0 N-(4-methylbenzoyl)glycine 

Downstream Products

• 477867-63-3 5-ethoxy-2-p-tolyl-1,3-oxazole 
• 84113-70-2 ethyl [5-(4-methylphenyl)-1H-tetrazol-1-yl]acetate 
• 75900-95-7 N-(2-(hydroxyamino)-2-oxoethyl)-4-methylbenzamide 
• 27115-50-0 N-(4-methylbenzoyl)glycine 

Relevant academic research and scientific papers

Microwave-Assisted Ruthenium-Catalysed ortho-C?H Functionalization of N-Benzoyl α-Amino Ester Derivatives

A microwave-assisted highly efficient intermolecular C?H functionalization sequence has been developed to access substituted isoquinolones using α-amino acid esters as a directing group. This methodology enables a wide range of N-benzoyl α-amino ester derivatives to react via a Ru-catalysed C?H bond activation sequence, to form isoquinolones with moderate to excellent yields. As an additional advantage, our strategy proved to be widely applicable and also enabled the reaction of alkenes to provide access to alkenylated benzamides. The methodology was also extended towards the synthesis of isoquinoline alkaloids derivatives viz. oxyavicine and a dipeptide. The developed protocol is simple and cheap, avoids tedious workup procedures and works efficiently under MW irradiation. (Figure presented.).

Copper-Catalyzed Aerobic Oxidative [2 + 3] Cyclization/Aromatization Cascade Reaction: Atom-Economical Access to Tetrasubstituted 4,5-Biscarbonyl Imidazoles

An atom-economical method for accessing tetrasubstituted 4,5-biscarbonylimidazoles by reaction between glycine derivatives and 5-alkoxyoxazoles is reported. The method, which involves a copper-catalyzed aerobic oxidative [2 + 3] cyclization/aromatization

The α-effect in hydrazinolysis of 4-chloro-2-nitrophenyl x-substituted-benzoates: Effect of substituent x on reaction mechanism and the α-effect

Second-order rate constants (kN) have been measured spectrophotometrically for the reaction of 4-chloro-2- nitrophenyl X-substituted-benzoates (6a-6h) with a series of primary amines including hydrazine in 80 mol % H2O/20 mol % DMSO at 25.0°C. The Bronsted-type plot for the reaction of 4-chloro-2-nitrophenyl benzoate (6d) is linear with βnuc = 0.74 when hydrazine is excluded from the correlation. Such a linear Bronsted-type plot is typical for reactions reported previously to proceed through a stepwise mechanism in which expulsion of the leaving group occurs in the rate-determining step (RDS). The Hammett plots for the reactions of 6a-6h with hydrazine and glycylglycine are nonlinear. In contrast, the Yukawa-Tsuno plots exhibit excellent linear correlations with ?X = 1.29-1.45 and r = 0.53-0.56, indicating that the nonlinear Hammett plots are not due to a change in RDS but are caused by resonance stabilization of the substrates possessing an electron-donating group (EDG). Hydrazine is ca. 47-93 times more reactive than similarly basic glycylglycine toward 6a-6h (e.g., the α-effect). The α-effect increases as the substituent X in the benzoyl moiety becomes a stronger electronwithdrawing group (EWG), indicating that destabilization of the ground state (GS) of hydrazine through the repulsion between the nonbonding electron pairs on the two N atoms is not solely responsible for the substituent-dependent α-effect. Stabilization of transition state (TS) through five-membered cyclic TSs, which would increase the electrophilicity of the reaction center or the nucleofugality of the leaving group, contributes to the α-effect observed in this study.

Tandem oxidative amidation of benzyl alcohols with amine hydrochloride salts catalysed by iron nitrate

A tandem process for the oxidative amidation of benzyl alcohols with amine hydrochloride salts has been developed using inexpensive Fe(NO3) 3 as the catalyst, air and aqueous t-butyl hydroperoxide as oxidants. A wide range of benzamides have been synthesized under mild conditions. This greener amide formation method provides an economical and practical assess to benzamides from readily available and inexpensive starting materials.

Highly efficient oxidative amidation of aldehydes with amine hydrochloride salts

A mild and efficient copper-catalyzed oxidative amidation of aldehydes was developed using amine HCl salts and tert-butyl hydroperoxide as an oxidant. Copyright

Synthesis, structure, and acylating properties of 1-aroyloxy-4,5-dimethyl- 1,2,3-triazoles

Lead tetra-acetate oxidation of α-hydroxyimino aroylhydrazones of biacetyl (1) gives 1-aroyloxy-4,5-dimethyl-1,2,3-triazoles (2), the structures of which were confirmed by X-ray analysis. A mechanism for this reaction is discussed. The products (2) are effective aroylating agents for the amino function under mild conditions.