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

Description

5-(Chloromethyl)-3-phenyl-2-oxazolidinone is a chemical compound characterized by a five-membered oxazolidinone ring, a phenyl group, and a chloromethyl substituent. It is recognized for its unique structure and reactivity, which contribute to its versatility in organic synthesis and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
5-(Chloromethyl)-3-phenyl-2-oxazolidinone is used as a building block for the synthesis of pharmaceuticals due to its ability to contribute to the development of new cancer treatments. Its antitumor and cytotoxic activities make it a promising candidate for creating innovative medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 5-(Chloromethyl)-3-phenyl-2-oxazolidinone is utilized as a key intermediate in the synthesis of various agrochemicals, leveraging its structural properties to enhance the effectiveness of these products.
Used in Fine Chemicals Synthesis:
5-(Chloromethyl)-3-phenyl-2-oxazolidinone is employed as an intermediate in the production of fine chemicals, where its unique reactivity allows for the creation of a broad spectrum of functionalized molecules with diverse applications.
Overall, 5-(chloromethyl)-3-phenyl-2-oxazolidinone is a valuable compound with a wide range of applications across different industries, particularly in the development of pharmaceuticals, agrochemicals, and other specialty chemical products. Its potential for further research and development underscores its importance in the field of organic synthesis.

Upstream product

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

Downstream Products

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

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.