24629-34-3

Usage

Uses

Used in Pharmaceutical Industry:
Benzamide, N-(2-hydroxy-1-methylethyl)is used as an intermediate in the synthesis of various pharmaceuticals for its unique chemical structure and properties. It plays a crucial role in the development of new drugs and medicines.
Used in Agrochemical Industry:
Benzamide, N-(2-hydroxy-1-methylethyl)is also used as an intermediate in the synthesis of agrochemicals, contributing to the development of effective and safe pesticides, herbicides, and other agricultural products.
Used in Medicinal Chemistry Research:
Due to its unique chemical structure and properties, Benzamide, N-(2-hydroxy-1-methylethyl)has potential applications in the field of medicinal chemistry. It can be used as a starting material or building block for the synthesis of novel compounds with potential therapeutic effects.
Used in Scientific Research and Chemical Synthesis:
Benzamide, N-(2-hydroxy-1-methylethyl)is commonly used in scientific research and chemical synthesis for its versatility and reactivity. It serves as a valuable tool for chemists to explore new reactions, develop innovative synthetic routes, and create new compounds with desired properties.

Upstream product

• 2198-64-3 N-Benzoylalanine 
• 6168-72-5 2-Amino-1-propanol 
• 98-88-4 benzoyl chloride 
• 100-47-0 benzonitrile 
• 78007-50-8 N-(prop-1-en-2-yl)benzamide 
• 93-58-3 benzoic acid methyl ester 
• 4380-77-2 O-phenylbenzohydroxamic acid 
• 185197-16-4 2-propenyl (Z)-N-methoxybenzimidate 
• 41071-35-6 (Z)-N-methoxybenzenecarboximidoyl chloride 
• 35590-17-1 propyl benzenecarboximidoate 
• 7244-67-9 methyl N-benzoylalaninate 
• 187737-37-7 propene 

Downstream Products

• 18732-72-4 4-methyl-2-phenylthiazoline 
• 25393-66-2 2-phenyl-4-methyl-Δ²-oxazoline 
• 55405-89-5 N-(1-formylethyl)benzamide 

Relevant academic research and scientific papers

Manganese Catalyzed Direct Amidation of Esters with Amines

The transition metal catalyzed amide bond forming reaction of esters with amines has been developed as an advanced approach for overcoming the shortcomings of traditional methods. The broad scope of substrates in transition metal catalyzed amidations remains a challenge. Here, a manganese(I)-catalyzed method for the direct synthesis of amides from a various number of esters and amines is reported with unprecedented substrate scope using a low catalyst loading. A wide range of aromatic, aliphatic, and heterocyclic esters, even in fatty acid esters, reacted with a diverse range of primary aryl amines, primary alkyl amines, and secondary alkyl amines to form amides. It is noteworthy that this approach provides the first example of the transition metal catalyzed amide bond forming reaction from fatty acid esters and amines. The acid-base mechanism for the manganese(I)-catalyzed direct amidation of esters with amines was elucidated by DFT calculations.

σ-Bond Hydroboration of Cyclopropanes

Hydroboration of alkenes is a classical reaction in organic synthesis in which alkenes react with boranes to give alkylboranes with subsequent oxidation resulting in alcohols. The double bond (π-bond) of alkenes can be readily reacted with boranes owing to its high reactivity. However, the single bond (σ-bond) of alkanes has never been reacted. To pursue the development of σ-bond cleavage, we selected cyclopropanes as model substrates since they present a relatively weak σ-bond. Herein, we describe an iridium-catalyzed hydroboration of cyclopropanes, resulting in β-methyl alkylboronates. These unusually branched boronates can be derivatized by oxidation or cross-coupling chemistry, accessing "designer"products that are desired by practitioners of natural product synthesis and medicinal chemistry. Furthermore, mechanistic investigations and theoretical studies revealed the enabling role of the catalyst.

Catalytic Alkene Difunctionalization via Imidate Radicals

The first catalytic strategy to harness imidate radicals has been developed. This approach enables alkene difunctionalization of allyl alcohols by photocatalytic reduction of their oxime imidates. The ensuing imidate radicals undergo consecutive intra- and intermolecular reactions to afford (i) hydroamination, (ii) aminoalkylation, or (iii) aminoarylation, via three distinct radical mechanisms. The broad scope and utility of this catalytic method for imidate radical reactivity is presented, along with comparisons to other N-centered radicals and complementary, closed-shell imidate pathways.

Directed β C-H Amination of Alcohols via Radical Relay Chaperones

A radical-mediated strategy for β C-H amination of alcohols has been developed. This approach employs a radical relay chaperone, which serves as a traceless director that facilitates selective C-H functionalization via 1,5-hydrogen atom transfer (HAT) and enables net incorporation of ammonia at the β carbon of alcohols. The chaperones presented herein enable direct access to imidate radicals, allowing their first use for H atom abstraction. A streamlined protocol enables rapid conversion of alcohols to their β-amino analogs (via in situ conversion of alcohols to imidates, directed C-H amination, and hydrolysis to NH2). Mechanistic experiments indicate HAT is rate-limiting, whereas intramolecular amination is product- and stereo-determining.

A facile synthesis of 2,4-disubstituted thiazoles using MnO2

Structurally diverse thiazoles with electron-donating and electron-withdrawing groups were conveniently synthesized through manganese dioxide (MnO2) oxidation of the corresponding thiazolines. The effect of substitution at the 2- and 4-positions was investigated. The desired thiazoles with aryl or vinyl substitutions at the 2- or 4-position can be obtained in good to excellent yields.

Asymmetric electrochemical oxidation of 1,2-diols, aminoalcohols, and?aminoaldehydes in the presence of chiral copper catalyst

Asymmetric oxidation of 1,2-diols, aminoalcohols, and aminoaldehydes in the presence of copper(II) triflate and (R,R)-Ph-BOX was accomplished by electrochemical method using Br- as a mediator. This oxidation was applicable to kinetic resolution of racemic cis-cycloalkane-1,2-diols, aminoalcohols, and aminoaldehydes to afford optically active compounds with good to high enantioselectivity.