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Usage

Uses

Used in Pharmaceutical Industry:
5-(3-Chlorophenyl)oxazole is utilized as a key intermediate in the synthesis of various biologically active compounds, contributing to the development of new drugs with potential therapeutic benefits.
Used in Medicinal Chemistry:
As a compound with demonstrated anti-inflammatory and anti-cancer properties, 5-(3-Chlorophenyl)oxazole is employed in medicinal chemistry research to explore its potential as a lead compound for the treatment of inflammatory diseases and cancer.
Used in Organic Synthesis:
5-(3-Chlorophenyl)oxazole serves as a valuable building block in organic synthesis, enabling the creation of a diverse range of chemical entities with potential applications in various fields.
Used in Material Science:
5-(3-CHLOROPHENYL)OXAZOLE's unique structure and properties make it a candidate for use in material science, where it may contribute to the development of new materials with specific characteristics and functions.
While the potential applications of 5-(3-Chlorophenyl)oxazole are promising, further research is necessary to fully understand its properties, optimize its synthesis, and explore its full range of uses across different industries.

InChI:InChI=1/C9H6ClNO/c10-8-4-2-1-3-7(8)9-5-11-6-12-9/h1-6H

Upstream product

• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 587-04-2 m-Chlorobenzaldehyde 
• 29166-72-1 N,N,N′,N′-tetramethyl-N″-tert-butylguanidine 
• 108-37-2 1-bromo-3-chlorobenzene 
• 1186127-12-7 (2-(triisopropylsilyl)oxazol-5-yl)boronic acid 
• 288-42-6 oxazol 

Relevant academic research and scientific papers

4-PHENYL-N-(PHENYL)THIAZOL-2-AMINE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS

4-phenyl-N-(phenyl)thiazol-2-amine and 4-(pyridin-3-yl)-N-( phenyl) thiazol-2-amine derivatives and the corresponding thiadiazole, thiophene, oxazole, oxadiazole, imidazole and triazole derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders.

Reaction Conditions for the Regiodivergent Direct Arylations at C2- or C5-Positions of Oxazoles using Phosphine-Free Palladium Catalysts

Two sets of reaction conditions for the regiodivergent C2- or C5- direct arylations of oxazole are reported. In both cases, phosphine-free catalysts and inexpensive bases were employed allowing the access to the arylated oxazoles in moderate to high yields. Using Pd(OAc)2/KOAc as catalyst and base, regioselective C5-arylations were observed; whereas, using Pd(acac)2/Cs2CO3 system, the arylation occurred at the C2-position of oxazole. The higher reactivity of C5-H bond of oxazole as compared to the C2-H bond in the presence of Pd(OAc)2/KOAc system is consistent with a concerted metalation deprotonation mechanism; whereas the C2-arylation likely occurs via a simple base deprotonation of the oxazole C2-position. Then, from these C2- or C5-arylated oxazoles, a second palladium-catalyzed direct C?H bond arylation affords 2,5-diaryloxazoles with two different aryl groups. We also applied these sequential arylations to the straightforward synthesis of 2-arylphenanthro[9,10-d]oxazoles via three C?H bond functionalization steps. The Ru-catalyzed C?H arylation of the aryl unit of 2-aryloxazoles is also described. (Figure presented.).

Oxazole synthesis with minimal purification: Synthesis and application of a ROMPgel tosmic reagent

equations presented The synthesis of ring opening metathesis, polymer-supported Tosmic reagent 1 is described. This reagent was utilized in the conversion of aldehydes to oxazoles in good yields and purities.

Solution-phase parallel oxazole synthesis with TosMIC

A quaternary ammonium hydroxide ion exchange resin catalyzes the reaction of p-tolylsulfonylmethyl isocyanide (TosMIC) with aromatic aldehydes to give 5-aryloxazoles. The base and the p-tolylsulfinic acid byproduct are removed by simple filtration, result