591-07-1

Basic information

• Product Name: ACETYLUREA
• Synonyms: N-Carbamoylacetamide;N-aminocarbonylethanamide;NSC 2766;ACETYLUREA;1-Acetylurea;Acetamide,N-(aminocarbonyl)-;Acetic acid, ureide;acetyl-ure
• CAS NO: 591-07-1
• Molecular Formula: C₃H₆N₂O₂
• Molecular Weight: 102.09
• EINECS: 209-698-3
• Mol File: 591-07-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 216-218°C
• Boiling Point: 191.38°C (rough estimate)
• Appearance: /
• Density: 1.204
• Refractive Index: 1.5110 (estimate)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Sparingly, Sonicated), Methanol (Slightly, Sonicated), Water (Slightly)
• PKA: 13.00±0.70(Predicted)
• Water Solubility: 13g/L(15 oC)
• BRN: 1751301
• CAS DataBase Reference: ACETYLUREA(CAS DataBase Reference)
• NIST Chemistry Reference: ACETYLUREA(591-07-1)
• EPA Substance Registry System: ACETYLUREA(591-07-1)

Safety Data

• Safety Statements: 22-24/25
• RTECS: AB4331500
• TSCA: Yes
• Hazardous Substances Data: 591-07-1(Hazardous Substances Data)

Usage

Description

Acetylurea, also known as N-acetylurea, is an organic compound with the chemical formula NH2CONHCH3. It is a derivative of urea and is known for its various applications in the chemical and pharmaceutical industries. Acetylurea is characterized by its ability to form multiple urea derivative compounds, which can be utilized in different applications.

Uses

Used in Pharmaceutical Industry:
Acetylurea is used as a precursor for the preparation of multiple urea derivative compounds, which have potential applications in the pharmaceutical industry. One of the key uses of these urea derivatives is as glycogen phosphorylase inhibitors. Glycogen phosphorylase is an enzyme that plays a crucial role in the regulation of glucose metabolism. Inhibiting this enzyme can help in the development of drugs for the treatment of various metabolic disorders, such as diabetes and obesity.

Synthesis Reference(s)

The Journal of Organic Chemistry, 15, p. 249, 1950 DOI: 10.1021/jo01148a006

InChI:InChI=1/C3H6N2O2/c1-2(6)5-3(4)7/h1H3,(H3,4,5,6,7)

Upstream product

• 124-43-6 urea hydrogen peroxide adduct 
• 108-24-7 acetic anhydride 
• 109-99-9 tetrahydrofuran 
• 506-96-7 Acetyl bromide 
• 57-13-6 urea 
• 75-36-5 acetyl chloride 
• 93-91-4 1-phenylbutan-1,3-dione 
• 591-08-2 acetylthiourea 
• 507-02-8 acetyl iodide 
• 2597-54-8 ethyl acetylcarbamate 
• 92114-96-0 mercury fulminate 
• 7732-18-5 water 
• 638-20-0 N,N'-diacetylurea 
• 141-78-6 ethyl acetate 

Downstream Products

• 933-19-7 6-methyl-1,3,5-triazine-2,4(1H,3H)-dione 
• 58042-95-8 acide 5,5-diethyl-4-iminobarbiturique 
• 117514-34-8 N-acetyl-N'-(2,5-dimethyl-phenyl)-urea 
• 86902-94-5 1,5-Bis-carbamimidoyl-biuret 
• 598-49-2 N-chloroacetamide 
• 60-35-5 acetamide 
• 108-80-5 isocyanuric acid 
• 57-44-3 diethylbarbituric acid 
• 95530-58-8 (R)-4-isopropyloxazolidin-2-one 
• 90349-69-2 N-Acetyl-N'-(4-nitro-benzolsulfenyl)-harnstoff 
• 124-40-3 dimethyl amine 
• 67-64-1 acetone 
• 74-89-5 methylamine 
• 117514-51-9 N-acetyl-N'-(2-ethoxy-phenyl)-urea 

Relevant articles and documents

Synthesis method of acetylurea crystal compound

The invention provides a synthesis method of an acetylurea crystal compound. The synthesis method comprises synthesis, separation and purification; the synthesis comprises the following steps: under awater-free and oxygen-free condition, weighing 0.3370g of anhydrous zinc chloride, 1.6449g of 1-phenyl-1,3-butanedione and 1.9879g of urea and putting into a 100mL two-opening flask; adding 40mL of chlorobenzene and reflowing and stirring; after reacting for 48h, obtaining solid sediment; then adding dichloromethane, absolute ethyl alcohol and a DMF (Dimethyl Formamide) solvent and naturally volatilizing a solution to obtain a white transparent crystal. A chemical formula is as follows: the formula is shown in the description.

Method for synthesis of high-concentration anhydrous peracetic acid solution and co-production of acetylurea

The invention discloses a method for synthesis of a high-concentration anhydrous peracetic acid solution and co-production of acetylurea. According to the method, peracetic acid and acetylurea are generated via a reaction between percarbamide and acetic anhydride under the action of a catalyst; and then the high-concentration anhydrous peracetic acid solution is separated out via vacuum distillation, the residual distillate is frozen, and the frozen residual distillate is recrystallized for preparation of acetylurea, wherein the catalyst is selected from boric acid, metaboric acid, sodium borate, sodium metaborate, sodium perborate or a corresponding hydrate. As the raw materials, percarbamide and acetic anhydride are cheap and easy to obtain; compared with a method for preparing the anhydrous peracetic acid solution via acetaldehyde oxidation, the method provided by the invention is simpler, less in equipment investment and safer; and by adoption of the method provided by the invention, both the anhydrous peracetic acid solution and acetylurea are prepared, so that the application range is broad and the added value is high.

Influence of N-donor bases and the solvent in oxodiperoxomolybdenum catalysed olefin epoxidation with hydrogen peroxide in ionic liquids

Biphasic catalytic olefin epoxidation systems consisting of oxodiperoxomolybdenum catalysts in 1-n-alkyl-3-methylimidazolium hexafluorophosphate ionic liquid (IL) media with aqueous hydrogen peroxide oxidant were optimised by tuning the molecular structure of the IL and employing N-heterocyclic donor base additives to inhibit hydrolysis and enhance the activity of the catalyst. The latter study was only made possible by the solubilising properties of the IL media. Of the bases investigated, pyrazoles were identified as the most efficient additive species and the best results were obtained using 3,5-dimethylpyrazole. Immobilisation of the catalyst in the IL allowed for very efficient catalyst recycling. Finally, the compound [MoO(O 2)2(3-Mepz)2] (3-Mepz = 3-methylpyrazole) was characterised and its structure determined by X-ray crystallography.