69374-79-4

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-(4-Bromo-phenyl)-2-oxo-acetamide is utilized as a key intermediate in the synthesis of pharmaceuticals and agrochemicals for its ability to contribute to the development of new compounds with therapeutic and pesticidal properties, respectively.
Used in Medicinal Chemistry and Drug Development:
In the field of medicinal chemistry, 2-(4-Bromo-phenyl)-2-oxo-acetamide is employed as a building block to create novel compounds with potential biological activities, thereby aiding in the advancement of drug discovery and the design of innovative therapeutic agents.
Used in Antifungal and Antibacterial Applications:
2-(4-Bromo-phenyl)-2-oxo-acetamide is studied for its potential antifungal and antibacterial properties, making it a candidate for use in applications that require the inhibition of microbial growth, such as in the development of antimicrobial agents for medical or environmental purposes.

Upstream product

• 6048-21-1 4-bromobenzoyl cyanide 
• 99-90-1 para-bromoacetophenone 
• 4203-30-9 1-(4-bromo-phenyl)-2-diazo-ethanone 
• 16532-79-9 4-Bromophenylacetonitrile 
• 51627-99-7 ethyl 2-(4-bromophenyl)acetimidate hydrochloride 
• 62551-73-9 2-oxo-2-(4-bromophenyl)acetyl chloride 

Downstream Products

• 393531-26-5 (R)-2-(4-bromophenyl)-2-hydroxyacetamide 
• 144664-12-0 (S)-2-(4-bromophenyl)-2-hydroxyacetamide 
• 7099-87-8 4-bromophenylglyoxylic acid 

Relevant academic research and scientific papers

Oxidative Coupling of Diazo and NH4I: A Route to Primary Oxamates and α-Ketoamides

A simple and efficient method has been developed for the preparation of primary oxamates and α-ketoamides through the oxidative coupling of diazo compounds and NH4I. Under the optimized reaction conditions, a range of diazoesters and α-diazoketones was explored, and the corresponding products were obtained in moderate to good yields. This protocol is metal-free, is performed under mild conditions, has a wide substrate scope, and offers operational simplicity.

nBu4NI-Mediated oxidation of methyl ketones to α-ketoamides: using ammonium, primary and secondary amine-salt as an amine moiety

Presented here is the first example of synthesizing an array of primary-, secondary-, and tertiary-α-ketoamides with a non-metal catalyst nBu4NI from methyl ketones and inexpensive readily available amine/ammonium salts; the reactions proceeded smoothly under mild conditions, TBHP was used as an oxidant and the corresponding α-ketoamides were afforded in moderate to excellent yields.

Copper(II)-Mediated Aerobic Oxidation of Benzylimidates: Synthesis of Primary α-Ketoamides

A simple and straightforward method for the synthesis of primary α-ketoamides has been discovered. The reaction represents the first example of benzylimidates directly converting to primary α-ketoamides by using sustainable molecular oxygen as an oxidant. This reaction proceeds in the presence of copper(II) salt via cleavage of benzylic C-H and C-O bonds of the benzylimidates with liberation of alcohols as the only byproduct. A wide substrate scope, operationally mild conditions, the use of single substrates, and a reaction scaled up to grams make this strategy very attractive and practical. Furthermore, mechanistic studies illustrate that the imidate group adjacent to the benzylic position plays crucial role in facilitating this chemical process.

Formamidine hydrochloride as an amino surrogate: I2-catalyzed oxidative amidation of aryl methyl ketones leading to free (N-H) α-ketoamides

A highly efficient molecular iodine catalyzed oxidative amidation of aryl methyl ketones with formamidine hydrochloride has been developed. This reaction represents a novel strategy for the synthesis of free (N-H) α-ketoamides. Based on the experimental r

A novel approach for the one-pot preparation of α-ketoamides by anodic oxidation

The direct oxidative synthesis of α-ketoamides via anodic oxidation was developed by using dioxygen as a reactant under mild conditions. This methodology has a broad substrate scope (aromatic amines, aliphatic amines and ammonium acetate) and opens up an interesting and attractive avenue for the synthesis of α-ketoamide derivatives.

Biocatalytic reduction of α-keto amides to (R)-α-hydroxy amides using Candida parapsilosis ATCC 7330

Biocatalytic reduction of primary and secondary α-keto amides was accomplished using whole cells of Candida parapsilosis ATCC 7330. The primary (R)-α-hydroxy amides were obtained in good enantiomeric excess (up to 94%) and conversion (88-99%) as compared to the secondary (R)-α-hydroxy amides.