192432-78-3

Basic information

• Product Name: 3-(4-BROMOPHENYL)-5-CHLOROISOXAZOLE
• Synonyms: 3-(4-BROMOPHENYL)-5-CHLOROISOXAZOLE
• CAS NO: 192432-78-3
• Molecular Formula: C9H5BrClNO
• Molecular Weight: 258.5
• Mol File: 192432-78-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(4-BROMOPHENYL)-5-CHLOROISOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-BROMOPHENYL)-5-CHLOROISOXAZOLE(192432-78-3)
• EPA Substance Registry System: 3-(4-BROMOPHENYL)-5-CHLOROISOXAZOLE(192432-78-3)

Safety Data

• Hazardous Substances Data: 192432-78-3(Hazardous Substances Data)

Usage

Structure

Heterocyclic aromatic isoxazole derivative containing bromine, chlorine, and phenyl group

Potential Applications

Pharmaceuticals, agrochemicals, organic synthesis intermediates, new drug development, crop protection agents, materials science, advanced technology

Upstream product

• 31709-50-9 3-(4-bromophenyl)isoxazolon-5(4H)-one 
• 38365-55-8 2-(4-bromophenyl)-1,1-dichlorocyclopropane 

Downstream Products

• 67900-59-8 3-(4-bromophenyl)-5-methoxyisoxazole 

Relevant articles and documents

1-(2: H -Azirine-2-carbonyl)benzotriazoles: Building blocks for the synthesis of pyrrole-containing heterocycles

A one-pot method was developed for the preparation of 2H-azirine-2-carbonylbenzotriazoles, formed by the reaction of benzotriazole with 2H-azirine-2-carbonyl chlorides, which were generated by the Fe(ii)-catalyzed isomerization of 5-chloroisoxazoles. The Co(ii)-catalyzed reaction of 2H-azirine-2-carbonylbenzotriazoles with 1,3-diketones provides 2-((benzotriazol-1-yl)carbonyl)pyrroles in moderate to good yields. Base-promoted annulations of 2-((benzotriazol-1-yl)carbonyl)pyrroles with aldehydes, ketones, isocyanates and isothiocyanates afford various substituted pyrrolo[1,2-c]oxazole and 1H-pyrrolo[1,2-c]imidazole derivatives in moderate to high yields. The 6-acyl group of these adducts can be removed by triflic acid, giving further new pyrrolo-fused O- and N-heterocycles, such as 6-unsubstituted pyrrolo[1,2-c]oxazol-1(3H)-one and 1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione, while the 6-acetyl substituent of 1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione, when treated with POCl3/pyridine, is transformed into the 6-ethynyl substituent.

Nitrosylsulfuric acid in the synthesis of 5-chloroisoxazoles from 1,1-dichlorocyclopropanes

Nitrosylsulfuric acid is shown to be a usable reagent for the synthesis of 5-chloroisoxazoles from readily available 1,1-di-chlorocyclopropanes via nitrosation–heterocyclization reaction. A cytotoxicity of some of the prepared 5-chloroisoxazoles towards M

Transformations of gem-dichloroarylcyclopropanes in the reaction with NOCl·2SO3. Synthesis of 3-aryl-5-chloroisoxazoles

Nitrosation with complex NOCl·2SO3 of gem-dichloroarylcyclopropanes containing acceptor substituents in the aromatic ring proceeded chemo- and regioselectively affording 3-aryl-5-chloroisoxazoles in high yields. The presence of donor substituents complicated the reaction by the occurrence of competing processes.