1001-53-2

Usage

Chemical Properties

White to yellow crystalline solid

Uses

N-(2-Aminoethyl)acetamide may be used in the preparation of mixed two-component monolayers on glassy carbon. It may be used in the synthesis of lysidine.

General Description

N-(2-Aminoethyl)acetamide is an organic building block.

Purification Methods

The acetyl-diamine has been fractionated under reduced pressure and fraction b 125-130o/5mm was refractionated, fraction b 132-135o/4mm was collected and solidified. It is a low melting hygroscopic solid which can be recrystallised from dioxane/Et2O. It is soluble in H2O, Et2O and *C6H6. The p-toluenesulfonate salt can be recrystallised from EtOH/EtOAc (1:8), has m 125-126o but the free base cannot be recovered from it by basifying and extracting with CH2Cl2. The picrate has m 175o (from EtOH) [Aspinall J Am Chem Soc 63 853 1941, Hall J Am Chem Soc 78 2570 1956]. [Beilstein 4 IV 1193.]

InChI:InChI=1/C4H10N2O/c1-4(7)6-3-2-5/h2-3,5H2,1H3,(H,6,7)

Upstream product

• 141-78-6 ethyl acetate 
• 107-15-3 ethylenediamine 
• 534-26-9 lysidine 
• 64-19-7 acetic acid 
• 108-22-5 Isopropenyl acetate 
• 72200-24-9 N-(2-azidoethyl)-acetamide 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 871-78-3 N,N'-diacetylethylenediamine 
• 64-17-5 ethanol 
• 141-43-5 ethanolamine 
• 75-05-8 acetonitrile 
• 4134-83-2 4-acetoxy-3-nitrobenzenesulfonate natrium salt 

Downstream Products

• 3197-06-6 N,N-bis(2-hydroxyethyl)ethylidenediamine 
• 855926-49-7 N-(2-acetylamino-ethyl)-N'-nitro-guanidine 
• 534-26-9 lysidine 
• 854644-22-7 N-(2-acetylaminoethyl)-N'-phenylurea 
• 1017-30-7 1-acetylamino-2-benzoylamino-ethane 
• 765963-78-8 N-acetyl-sulfanilic acid-(2-acetylamino-ethylamide) 
• 56202-71-2 2-[(2-acetamidoethyl)amino]1-phenylethanol 
• 53671-28-6 N-{2-[3-(3-Cyano-phenoxy)-2-hydroxy-propylamino]-ethyl}-acetamide 
• 56224-58-9 N-{2-[5-(2-Acetylamino-ethylamino)-2,4-dinitro-phenylamino]-ethyl}-acetamide 
• 34714-86-8 1-Acetamido-2-(diphenylphosphinylamino)ethan 
• 58027-21-7 2-{2-[3-(2-Acetylamino-ethylamino)-2-hydroxy-propoxy]-phenoxy}-N-methyl-acetamide 
• 53671-02-6 N-[2-(2-Hydroxy-3-phenoxy-propylamino)-ethyl]-acetamide 
• 29025-81-8 2,5-Bis(2-acetoaminoaethylamino)-3,6-dichloro-p-benzochinon 
• 145389-77-1 N-<(4-chloro-3-sulfamoylphenyl)sulfonyl>-N'-acetylethylenediamine 

Relevant academic research and scientific papers

Synthesis and characterization of polyamidoamine dendrimers surface-functionalized with bromotricarbonylpyridyliminerhenium(I) units

A novel type of rhenium-containing dendrimers has been prepared and characterized. A series of Schiff base-terminated PAMAM dendrimers were prepared by condensing the terminal amine groups of PAMAM dendrimers with pyridine-2-carboxaldehyde. Complete condensation of the terminal amines was confirmed by 1H NMR spectroscopy. Bromotricarbonylrhenium(I) moieties were introduced onto the surface of these modified PAMAM derivatives by refluxing with bromopentacarbonylrhenium(I). These complexes had been characterized by a variety of analytical and spectroscopic techniques and their IR, NMR, and mass spectra discussed. The crystal structure of the model compound [(CH3CONHCH2CH2N{double bond, long}CH{single bond}Py)ReBr(CO)3] confirms a facial configuration of the three carbonyl ligands. UV-Vis absorption spectroscopy suggests that the {Re(CO)3} moieties are quite far apart even in the second generation PAMAM dendrimers and do not interact with one another. In fact, the intensity of the metal-to-ligand (dπ-pπ*) charge-transfer is a linear function of the number of {Re(CO)3} chromophores.

Rechargeable hydrogen storage system based on the dehydrogenative coupling of ethylenediamine with ethanol

A novel and simple hydrogen storage system was developed, based on the dehydrogenative coupling of inexpensive ethylenediamine with ethanol to form diacetylethylenediamine. The system is rechargeable and utilizes the same ruthenium pincer catalyst for both hydrogen loading and unloading procedures. It is efficient and uses a low catalyst loading. Repetitive reversal reactions without addition of new catalyst result in excellent conversions in both the dehydrogenation and hydrogenation procedures in three cycles. In support of the hydrogen economy: An efficient and simple homogeneous hydrogen carrier system was developed based on the dehydrogenative coupling of ethylenediamine with ethanol to form diacetylethylenediamine. The same ruthenium pincer catalyst is used for both hydrogen loading and unloading reactions.

Structural analysis of ATP analogues compatible with kinase-catalyzed labeling

Kinase-catalyzed protein phosphorylation is an important biochemical process involved in cellular functions. We recently discovered that kinases promiscuously accept γ-modified ATP analogues as cosubstrates and used several ATP analogues as tools for stud

Unusual formation of imidazooxazolone in the reaction of 1-[(2-acetylamino)ethyl]imidazolone with KSCN in the presence of AcOH

1-[(2-Acetylamino)ethyl]imidazolone was introduced for the first time in the condensation with KSCN in the presence of AcOH and imidazooxazolone was unexpectedly obtained. This result was possible only because of the unique character of 1-((2-acetylamino)ethyl)imidazolone, which has an intramolecular N-H O-H hydrogen bond and, therefore, reacts with the NCS anion to give only imidazooxazolone.

The mechanisms of the formation of by-products in the catalytic synthesis of C-alkylimidazoles from diamines and carboxylic acids

The formation of 1-ethyl-2-methylimidazole (1-Et-2-MI) and 1-ethyl-2-methylimidazoline (1-Et-2-MIN), intermediates in the synthesis of 2-methylimidazole (2-MI) from ethylenediamine (EDA) and AcOH in the presence of a platinum-on-alumina catalyst, was studied.Using CH3(14)COOH the incorporation of two acetate units into 1-Et-2-MI and 1-Et-2-MIN molecules was demonstrated.The same products were also obtained on dehydrogenation of 2-methylimidazoline (2-MIN) under mild conditions (220-230 deg C).A part of the latter is transformed to N-ethyl ethylendiamine (EEDA) and EDA.These facts indicate that both 1-Et-2-MI and 1-Et-2-MIN result from hydrogenolysis of the imidazoline ring with subsequent ethylation.A reverse reaction, the C5-cyclization of EEDA, was also observed.The formation of 2-MI is favored by increasing temperature.

THE STAGED SYNTHESIS OF 2-METHYLIMIDAZOLE FROM ETHYLENEDIAMINE AND ACETIC ACID IN THE PRESENCE OF A BIFUNCTIONAL ALUMINOPLATINUM CATALYST

An investigation has been conducted into the staged synthesis of 2-methylimidazole from ethylenediamine and acetic acid in the presence of a bifunctional aluminoplatinum catalyst.It has been shown that the formation stage of 2-methylimidazoline occurs more quickly on γ-Al2O3 than its dehydrogenation on the Pt centers.From a comparison of the processes of dehydrogenation of 2-methylimidazoline in the molten phase and in aqueous solution it follows that the water eliminated in the imidazoline formation stage could cause the decrease in activity during the dehydrogenation on the Pt centers.The structures of the secondary and intermediate products have been established for each stage of the process and their formation routes are discussed. Keywords: aluminoplatinum catalysts, bifunctional catalysis, alkylimidazoles, 2-methylimidazole.

WDR5 INHIBITORS AND MODULATORS

Isoquinolmone compounds and derivatives inhibit WDR5 and associated protein-protein interactions, and the compounds and their pharmaceutical compositions are useful for treating disorders and conditions in a subject, such as cancer cell proliferation.

Unusual formation of imidazooxazolone in the reaction of 1-[(2-Acetylamino)ethyl]imidazolone with KSCN in the presence of AcOH

1-[(2-Acetylamino)ethyl]imidazolone was introduced for the first time in the condensation with KSCN in the presence of AcOH and imidazooxazolone was unexpectedly obtained. This result was possible only because of the unique character of 1-((2-Acetylamino)ethyl)imidazolone, which has an intramolecular N-H...O-H hydrogen bond and, therefore, reacts with the NCS anion to give only imidazooxazolone.

Simple and Versatile Laboratory Scale CSTR for Multiphasic Continuous-Flow Chemistry and Long Residence Times

A universal multistage cascade CSTR has been developed that is suitable for a wide range of continuous-flow processes. Coined by our group the "Freactor" (free-to-access reactor), the new reactor integrates the efficiency of pipe-flow processing with the advanced mixing of a CSTR, delivering a general "plug-and-play" reactor platform which is well-suited to multiphasic continuous-flow chemistry. Importantly, the reactor geometry is easily customized to accommodate reactions requiring long residence times (≥3 h tested).

RUTHENIUM COMPLEXES AND THEIR USES AS CATALYSTS IN PROCESSES FOR FORMATION AND/OR HYDROGENATION OF ESTERS, AMIDES AND RELATED REACTIONS

The present invention relates to novel Ruthenium complexes of formulae A1-A4 and their use, inter alia, for (1) dehydrogenative coupling of alcohols to esters; (2) hydrogenation of esters to alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di-lactones), or polyesters); (3) preparing amides from alcohols and amines—(including the preparation of polyamides (e.g., polypeptides) by reacting dialcohols and diamines and/or polymerization of amino alcohols and/or forming cyclic dipeptides from p-aminoalcohols; (4) hydrogenation of amides (including cyclic dipeptides, polypeptides and polyamides) to alcohols and amines; (5) hydrogenation of organic carbonates (including polycarbonates) to alcohols or hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (6) dehydrogenation of secondary alcohols to ketones; (7) amidation of esters (i.e., synthesis of amides from esters and amines); (8) acylation of alcohols using esters; (9) coupling of alcohols with water and a base to form carboxylic acids; and (10) preparation of amino acids or their salts by coupling of amino alcohols with water and a base. The present, invention further relates to the use of certain known Ruthenium complexes for the preparation of amino acids or their salts from amino alcohols.