78750-03-5

Basic information

• Product Name: 5-chloro-2-(1-piperidyl)benzooxazole
• Synonyms: 5-chloro-2-(1-piperidyl)benzooxazole
• CAS NO: 78750-03-5
• Molecular Formula: C₁₂H₁₃ClN₂O
• Molecular Weight: 0
• Mol File: 78750-03-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 356.8°C at 760 mmHg
• Flash Point: 169.6°C
• Appearance: /
• Density: 1.287g/cm³
• Vapor Pressure: 2.86E-05mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 5-chloro-2-(1-piperidyl)benzooxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-2-(1-piperidyl)benzooxazole(78750-03-5)
• EPA Substance Registry System: 5-chloro-2-(1-piperidyl)benzooxazole(78750-03-5)

Safety Data

• Hazardous Substances Data: 78750-03-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H13ClN2O/c13-9-4-5-11-10(8-9)14-12(16-11)15-6-2-1-3-7-15/h4-5,8H,1-3,6-7H2

Upstream product

• 110-89-4 piperidine 
• 64037-25-8 5-chloro-2-methylsulfanyl-benzooxazole 
• 22876-19-3 5-chloro-2-mercaptobenzoxazole 
• 95-85-2 2-hydroxy-5-chloro-aniline 
• 17200-29-2 5-chloro-benzoxazole 
• 5542-49-4 piperidin-1-yl benzoate 

Relevant articles and documents

Heterogeneously porous γ-MnO2-catalyzed direct oxidative amination of benzoxazole through C-H activation in the presence of O2

Oxidative amination of azoles through catalytic C-H bond activation is a very important reaction due to the presence of 2-aminoazoles in several biologically active compounds. However, most of the reported methods are performed under homogeneous reaction conditions using excess reagents and additives. Herein, we report the heterogeneous, porous γ-MnO 2-catalyzed direct amination of benzoxazole with wide range of primary and secondary amines. The amination was carried under mild reaction conditions and using molecular oxygen as a green oxidant, without any additives. The catalyst can easily be separated by filtration and reused several times without a significant loss of its catalytic performance. Of note, the reaction tolerates a functional group such as alcohol, thus indicating the broad applicability of this reaction.

Synthesis of 2-aminobenzoxazoles via copper-catalyzed electrophilic amination of benzoxazoles with O-benzoyl hydroxylamines

An efficient copper-catalyzed electrophilic amination of benzoxazoles with O-benzoyl hydroxylamines is described, employing CuCl catalyst, PPh3 ligand, and LiOtBu base. This simple air-stable copper catalysis enables the preparation of various 2-aminobenzoxazole derivatives at room temperature in good yields.

Amination of benzoxazoles and 1,3,4-oxadiazoles using 2,2,6,6- tetramethylpiperidine-N-oxoammonium tetrafluoroborate as an organic oxidant

No transition metals are necessary to convert benzoxazoles and 1,3,4-oxadiazoles into the corresponding pharmacologically interesting 2-aminated heterocycles by formal direct C(2)-amination using tetramethylpiperidine-N-oxoammonium tetrafluoroborate (TEMPO+BF 4-) as an oxidant (see scheme; TEMP=2,2,6,6- tetramethylpiperidine; TfOH=trifluoromethanesulfonic acid).