60759-49-1

Basic information

• Product Name: 3-Acetyl-2(3H)-oxazolone
• Synonyms: 3-Acetyl-2(3H)-oxazolone;3-Acetyloxazol-2(3H)-one
• CAS NO: 60759-49-1
• Molecular Formula: C₅H₅NO₃
• Molecular Weight: 127.0981
• Mol File: 60759-49-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 36-38 °C
• Boiling Point: 214.6 °C at 760 mmHg
• Flash Point: 107.2 °C
• Appearance: /
• Density: 1.383 g/cm³
• Vapor Pressure: 0.155mmHg at 25°C
• Refractive Index: 1.52
• PKA: -3.04±0.20(Predicted)
• CAS DataBase Reference: 3-Acetyl-2(3H)-oxazolone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Acetyl-2(3H)-oxazolone(60759-49-1)
• EPA Substance Registry System: 3-Acetyl-2(3H)-oxazolone(60759-49-1)

Safety Data

• Hazardous Substances Data: 60759-49-1(Hazardous Substances Data)

Usage

General Description

3-Acetyl-2(3H)-oxazolone is a chemical compound with the molecular formula C5H5NO3. It is a cyclic lactam and an oxazolone derivative, and is commonly used as a building block in the synthesis of various pharmaceutical and agrochemical products. 3-Acetyl-2(3H)-oxazolone is also an intermediate in the formation of amino acids, and has been studied for its potential as a precursor to biologically active molecules. 3-Acetyl-2(3H)-oxazolone is known to undergo various chemical reactions, including acylation and nucleophilic addition, and is a versatile reagent in organic synthesis. Its unique structure and properties make it an important component in the development of novel therapeutic and agricultural compounds.

InChI:InChI=1/C5H5NO3/c1-4(7)6-2-3-9-5(6)8/h2-3H,1H3

Upstream product

• 60759-48-0 N-acetyl-5-chloro-2-oxazolidinone 
• 14441-94-2 4-methoxy-1,3-oxazolidin-2-one 
• 108-24-7 acetic anhydride 
• 78605-38-6 Diphenyl 2-oxo-3-oxazolinylphosphonate 
• 64-19-7 acetic acid 
• 1432-43-5 3-acetyl-1,3-oxazolidin-2-one 

Downstream Products

• 103-90-2 4-acetaminophenol 
• 27584-70-9 4-oxazolin-2-one 
• 68235-19-8 4-acetyl-2-oxa-4-aza-bicyclo[3.2.0]heptan-3-one 
• 140-11-4 Benzyl acetate 
• 127541-99-5 C₁₃H₁₁NO₄ 
• 880-52-4 N-(1-adamantyl)acetamide 
• 1743-60-8 17-β-estradiol 17-acetate 
• 103-45-7 acetic acid phenethyl ester 
• 58556-55-1 2-(4-hydroxyphenyl)ethyl acetate 
• 60037-42-5 2-(4-acetoxyphenyl)ethyl acetate 
• 2114-33-2 1-phenylpropan-2-yl acetate 
• 67715-81-5 1,4-nonanediol diacetate 
• 82414-37-7 1,4-nonanediol 1-monoacetate 
• 68235-19-8 cis-4-Acetyl-2-oxa-4-azabicyclo<3.2.0>heptan-3-on 

Relevant articles and documents

OXATHIAZINE DERIVATIVES SUBSTITUTED WITH CARBOCYCLES OR HETEROCYCLES, METHOD FOR PRODUCING SAME, DRUGS CONTAINING SAID COMPOUNDS, AND USE THEREOF

The invention relates to the compounds of formula (I) and physiologically acceptable salts thereof. The compounds are suitable, e.g., for treating hyperglycemia.

A dichlorination-reductive-dechlorination route to N-acetyl-2-oxazolone

We have shown that sulfuryl chloride is an efficient reagent for the conversion of 2-oxazolidinone into the dichloro derivative, N-acetyl-4,5- dichloro-2-oxazolidinone. Subsequent Zn/AcOH reductive dehalogenation of this trans-dichloride gives N-acetyl-2-oxazolone. The dichloride was previously reported as an undesired side product in the preparation of N-acetyl-2-oxazolone from the monochloro oxazolidinone. In our hands, the dichloride is a key intermediate in a new synthesis of 2-oxazolone, that avoids the use of chlorine gas. Georg Thieme Verlag Stuttgart.

A NEW SYNTHESIS OF 2-OXAZOLONES

2-oxazolones were synthesized from 2-oxazolidinones utilizing anodic oxidation as the key step.