46047-24-9

Basic information

• Product Name: 2-(4-CHLOROPHENYL)OXAZOLE
• Synonyms: 2-(4-CHLOROPHENYL)OXAZOLE
• CAS NO: 46047-24-9
• Molecular Formula: C₉H₆ClNO
• Molecular Weight: 179.6
• Mol File: 46047-24-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-CHLOROPHENYL)OXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLOROPHENYL)OXAZOLE(46047-24-9)
• EPA Substance Registry System: 2-(4-CHLOROPHENYL)OXAZOLE(46047-24-9)

Safety Data

• Hazardous Substances Data: 46047-24-9(Hazardous Substances Data)

Usage

General Description

2-(4-Chlorophenyl)oxazole is a chemical compound with the molecular formula C9H6ClNO. It is an oxazole derivative, which is a class of heterocyclic compounds containing a five-membered ring with one oxygen and one nitrogen atom. 2-(4-Chlorophenyl)oxazole is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a building block in the production of materials such as polymers and plastics. The compound possesses potential biological activities, making it a valuable compound for research and development in the pharmaceutical industry.

Upstream product

• 122-01-0 4-chloro-benzoyl chloride 
• 288-42-6 oxazol 
• 106-39-8 bromochlorobenzene 
• 7399-68-0 2-(4-chlorophenyl)-4,5-dihydro-1,3-oxazole 
• 126773-84-0 5-Bromo-2-(4-chlorophenyl)oxazole 
• 104-88-1 4-chlorobenzaldehyde 
• 22483-09-6 2,2-dimethoxyethylamine 
• 62882-11-5 4-(1,3-oxazol-2-yl)aniline 
• 623-03-0 4-Cyanochlorobenzene 
• 637-87-6 1-Chloro-4-iodobenzene 

Downstream Products

• 24285-73-2 2-(4-chlorophenyl)-5-phenyloxazole 

Relevant articles and documents

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.).

Regioselective functionalization of the oxazole scaffold using TMP-bases of Mg and Zn

A general method for the synthesis of 2,4,5-trisubstituted oxazoles has been developed. Starting from commercially available oxazole, successive metalations using TMPMgCl·LiCl or TMPZnCl·LiCl led to the corresponding magnesiated or zincated species which

Anodic methoxylation and acetoxylation of imines and imidates

Anodic oxidation of cyclic imidates, 2-aryl-2-oxazolines, in methanol provided the corresponding 4-methoxylated products. Anodic α-methoxylation and α-acetoxylation of open-chain imines derived from glycine esters and benzophenone were also achieved using a bromide ion mediator. On the other hand, anodic α-acetoxylation of CF3-containing imine and imidate was successful without use of the bromine mediator. This is the first example of successful anodic α-substitution of imines and imidates.