10601-73-7

Usage

Uses

Used in Pharmaceutical Industry:
N-(3-Hydroxypropyl)acetamide is used as a building block for the synthesis of pharmaceuticals due to its ability to enhance the properties of drug molecules, such as solubility, stability, and bioavailability.
Used in Agrochemical Industry:
In the agrochemical industry, N-(3-Hydroxypropyl)acetamide is utilized as a precursor in the development of agrochemicals, contributing to the improvement of crop protection products and their effectiveness.
Used in Drug Delivery Systems:
N-(3-Hydroxypropyl)acetamide is employed as a component in drug delivery systems, particularly for controlled release applications. Its hydroxypropyl group allows for the attachment of drug molecules, enabling a sustained and targeted release of therapeutic agents.
Used as a Solvent:
N-(3-Hydroxypropyl)acetamide is used as a solvent in various chemical reactions within the pharmaceutical and agricultural industries, facilitating the dissolution of reactants and promoting reaction efficiency.
Used as a Reagent:
N-(3-Hydroxypropyl)acetamide serves as a reagent in chemical reactions, particularly in the synthesis of complex organic molecules and the modification of existing compounds to enhance their properties and applications.

Upstream product

• 64-19-7 acetic acid 
• 156-87-6 propan-1-ol-3-amine 
• 60759-49-1 N-acetyl-1,3-oxazol-2-one 
• 178244-37-6 N-acetyl-N-(2-isopropyl-4-oxo-4H-quinazolin-3-yl)acetamide 
• 108-24-7 acetic anhydride 
• 108-22-5 Isopropenyl acetate 
• 141-78-6 ethyl acetate 
• 108-05-4 vinyl acetate 
• 67-64-1 acetone 
• 18312-45-3 propan-2-one O-acetyl oxime 
• 79-20-9 acetic acid methyl ester 
• 110-19-0 2-methylpropyl acetate 

Downstream Products

• 55943-46-9 (S)-2-Amino-3-(3,4-dihydroxy-phenyl)-2-methyl-propionic acid 3-acetylamino-propyl ester 
• 118515-27-8 N-acetyl-2-methyltetrahydro-1,3-thiazine 
• 133651-68-0 3-acetamidopropyl methacrylate 

Relevant academic research and scientific papers

Synthesis of amide libraries with immobilized HOBt

Highly reactive N-acylating solid-phase reagents based on macroporous polystyrene-bound 1-hydroxybenzotriazole (P-HOBt) and silica-bound 1-hydroxybenzotriazole (Si-HOBt) were prepared and compared for reactivity by synthesis of small combinatorial libraries of acetamides and benzamides.

Double Reversible Networks: Improvement of Self-Healing in Hybrid Materials via Combination of Diels-Alder Cross-Linking and Hydrogen Bonds

Intrinsic self-healing materials rely on a reversible bond formation after failure. In this study we report hybrid materials that contain two intrinsic self-healing forces: The reversible covalent bond formation of Diels-Alder groups is supported by intrinsic hydrogen bonds, which form supramolecular interactions and contribute to the mobility and proximity of the DA groups. This concept was realized by a combination of urea group containing spherosilicates with butyl methacrylate based polymers bearing both DA moieties and self-assembling hydrogen bonds. Multifunctional one-component polymers were synthesized and studied regarding their application in self-healing hybrid materials. The self-healing behavior was investigated following the signals for bond release and formation of DA groups in the material using IR, UV-vis, and CP-MAS NMR spectroscopy. Furthermore, DSC and rheological measurements were performed and revealed that the materials are superior compared to previously studied systems concerning their healing capacity. The self-healing behavior of the formed hybrid materials was proven by a cut healing test of several millimeters using microscope images. We can conclude that it is advantageous to combine several reversible functions in one material to promote the self-healing capacity particularly in nanocomposites where the flexibility of the network is restricted.

Metal-Free O-Selective Direct Acylation of Amino Alcohols Through Pseudo-Intramolecular Process

Efficient α-aryl-β-keto ester acylation of amine accompanied by the elimination of ethyl phenylacetate was achieved owing to the pseudo-intramolecular process. The eliminated ethyl phenylacetate could be recycled by conversion into an α-aryl-β-keto ester upon treatment with an acyl chloride in the presence of lithium bis(trimethylsilyl)amide, by which the atom economy considerably increased. Acylation using an α-aryl-β-keto ester is highly sensitive to the bulkiness of the nucleophile, which facilitated the regioselective-acylation of the less hindered amino group in diamine without protecting the other. The transacylation of α-aryl-β-keto ester with N-alkylamino alcohol resulted in chemoselective O-acylation without protecting the amino group because the hydroxy group was attracted to the reaction site of the keto ester by forming an ammonium salt. Transacylation was demonstrated to be a practically useful tool for organic synthesis because this protocol can be conducted under mild conditions with simple manipulations in the absence of any additives such as metal catalyst and base.

METHOD FOR PREPARING SITE-SPECIFICALLY MODIFIED PROTEIN BASED ON NOVEL CARBON-CARBON BOND FORMATION

A method for producing a site-specifically modified protein based on new carbon-carbon bond formation is disclosed, including the following three steps (marking, activation, and coupling steps): (a) marking of the modification site by incorporating a spec

Chemoselective N-acetylation of primary aliphatic amines promoted by pivalic or acetic acid using ethyl acetate as an acetyl donor

The combination of pivalic or acetic acid as a promoter and EtOAc as a solvent and acetyl donor proved to be efficient for the chemoselective N-acetylation of primary aliphatic amines to afford the corresponding acetamides. We developed a simple and convenient approach, which requires mild reaction conditions. Competitive inter- and intramolecular reactions between aliphatic amines, alcohols, and aromatic amines were examined, and chemoselectivity was achieved by adjusting the conditions of the reaction.

Acetic acid as a catalyst for the N-acylation of amines using esters as the acyl source

We report a cheap and simple method for the acetylation of a variety of amines using catalytic acetic acid and either ethyl acetate or butyl acetate as the acyl source. Catalyst loadings as low as 10 mol% afforded acetamide products in excellent yields at temperatures ranging from 80-120 °C. The methodology can also be successfully applied for the synthesis of a broad range of other amides, including the formation of formamides at 20 °C.

Efficient acylation and transesterification catalyzed by dilithium tetra-tert-butylzincate at low temperatures

The acylation and transesterification of alcohols with vinyl acetate and carboxylic esters were investigated in the presence of a catalytic amount (1-10 mol %) of dilithium tetra-tert-butylzincate (TBZL) as a catalyst. The acylation proceeded quantitatively at 0 °C within 1 h. The transesterification occurred for a wide range of combinations of esters and alcohols at 0 to -40 °C. To the best of our knowledge, this is the first successful transesterification at such low temperatures. The time-conversion plots for the transesterification show that the reaction reached equilibrium within 5 min at 0 °C. The reaction proceeded quantitatively by addition of molecular sieves 4A. In addition, the transesterification proceeded even in the presence of H2O and amines.

Synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols or 3-amino alcohols using iodobenzene dichloride and sodium azide

A general and efficient method for the synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols and 3-amino alcohols has been developed using the same reagent combination of iodobenzene dichloride (PhICl2) and sodium azide (NaN3).

Isopropenyl acetate, a remarkable, cheap and acylating agent of amines under solvent- and catalyst-free conditions: A systematic investigation

Isopropenyl acetate was proved to be an efficient reagent for acetylation of amine in the absence of solvent and catalyst. The corresponding acetamides were obtained in very high yields without any purification.

SYNTHESIS OF HYDROXYALKYL AMIDES FROM ESTERS

Hydroxyamides are synthesized from esters. A process of making hydroxyalkyl amides comprises: reacting an ester with a hydroxyalkyl amine having the formula H2N—R3—OH wherein R3 is a substituted or unsubstituted C2 to C5 alkyl, in the presence of a catalyst in an anhydrous solution to form the hydroxyalkyl amides. Monomers suitable for formation of polymeric articles can utilize these hydroxyamides.