711-85-3

Basic information

• Product Name: 5-(chloromethyl)-3-phenyl-2-Oxazolidinone
• Synonyms: 5-(chloromethyl)-3-phenyl-2-Oxazolidinone;2-Oxazolidinone, 5-(chloromethyl)-3-phenyl-;5-(Chloromethyl)-3-phenyl-1,3-oxazolidin-2-one
• CAS NO: 711-85-3
• Molecular Formula: C₁₀H₁₀ClNO₂
• Molecular Weight: 211.65
• Mol File: 711-85-3.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(chloromethyl)-3-phenyl-2-Oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(chloromethyl)-3-phenyl-2-Oxazolidinone(711-85-3)
• EPA Substance Registry System: 5-(chloromethyl)-3-phenyl-2-Oxazolidinone(711-85-3)

Safety Data

• Hazardous Substances Data: 711-85-3(Hazardous Substances Data)

Usage

General Description

5-(Chloromethyl)-3-phenyl-2-oxazolidinone is a chemical compound that features a five-membered oxazolidinone ring with a phenyl group and a chloromethyl substituent. It is commonly used as a building block in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other fine chemicals. 5-(chloromethyl)-3-phenyl-2-Oxazolidinone has been found to exhibit antitumor and cytotoxic activities, making it a potential candidate for the development of new cancer treatments. Its unique structure and reactivity make it a valuable intermediate in organic synthesis, allowing for the creation of a wide range of functionalized molecules with diverse properties and applications. Overall, 5-(chloromethyl)-3-phenyl-2-oxazolidinone is a versatile and important compound with potential for various industrial and medicinal applications.

Upstream product

• 2651-82-3 phenyl-carbamic acid-(β,β'-dichloro-isopropyl ester) 
• 103-72-0 phenyl isothiocyanate 
• 106-89-8 epichlorohydrin 
• 103-71-9 phenyl isocyanate 
• 132783-14-3 cis-2-(phenylimino)-4,5-dimethyl-1,3-dioxolane 
• 62-53-3 aniline 
• 1260086-07-4 methyl 3-chloro-2-hydroxypropyl(phenyl)carbamate 
• 102-09-0 bis(phenyl) carbonate 
• 76226-32-9 N-(3-chloro-2-hydroxypropyl)aniline 
• 169268-95-5 tert-butyl allyl(phenyl)carbamate 
• 124-38-9 carbon dioxide 

Downstream Products

• 1228268-43-6 C₁₆H₁₄N₄O₂ 
• 1071789-03-1 3-phenyl-5-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one 
• 367925-74-4 5-azidomethyl-3-phenyl-1,3-oxazolidin-2-one 
• 1228268-42-5 C₁₂H₁₂N₄O₂ 

Relevant articles and documents

Microwave-Assisted Electrostatically Enhanced Phenol-Catalyzed Synthesis of Oxazolidinones

An electrostatically enhanced phenol is utilized as a straightforward, sustainable, and potent one-component organocatalyst for the atom-economic transformation of epoxides to oxazolidinones under microwave irradiation. Integrating a positively charged center into phenols over a modular one-step preparation gives rise to a bifunctional system with improved acidity and activity, competent in rapid assembly of epoxides and isocyanates under microwave irradiation in a short reaction time (20-60 min). A careful assessment of the efficacy of various positively charged phenols and anilines and the impact of several factors, such as catalyst loading, temperature, and the kind of nucleophile, on catalytic reactivity were examined. Under neat conditions, this one-component catalytic platform was exploited to prepare more than 40 examples of oxazolidinones from a variety of aryl- and alkyl-substituted epoxides and isocyanates within minutes, where up to 96% yield and high degree of selectivity were attained. DFT calculations to achieve reaction barriers for different catalytic routes were conducted to provide mechanistic understanding and corroborated the experimental findings in which concurrent epoxide ring-opening and isocyanate incorporation were proposed.

Method for synthesizing N - aryl oxazolidine -2 - ketone compound by ionic liquid catalysis

The invention discloses a method for catalytic synthesis of a N-aryloxazolane-2-one compound or a chiral N-aryloxazolane-2-one compound from an ionic liquid. The process of the preparation method is as follows: a catalytic amount of ionic liquid is added

Carbon dioxide-based facile synthesis of cyclic carbamates from amino alcohols

We report herein a straightforward general method for the synthesis of cyclic carbamates from amino alcohols and carbon dioxide in the presence of an external base and a hydroxyl group activating reagent. Utilizing p-toluenesulfonyl chloride (TsCl), the reaction proceeds under mild conditions, and the approach is fully applicable to the preparation of various high value-added 5- and 6-membered rings as well as bicyclic fused ring carbamates. DFT calculations and experimental results indicate a SN2-type reaction mechanism with high regio-, chemo-, and stereoselectivity.