79558-94-4

Basic information

• Product Name: 2-Benzoxazolamine, 5-chloro-N-phenyl-
• CAS NO: 79558-94-4
• Molecular Formula: C13H9ClN2O
• Molecular Weight: 244.68
• Mol File: 79558-94-4.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 2-Benzoxazolamine, 5-chloro-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzoxazolamine, 5-chloro-N-phenyl-(79558-94-4)
• EPA Substance Registry System: 2-Benzoxazolamine, 5-chloro-N-phenyl-(79558-94-4)

Safety Data

• Hazardous Substances Data: 79558-94-4(Hazardous Substances Data)

Upstream product

• 22876-19-3 5-chlorobenzo[d]oxazole-2(3H)-thione 
• 62-53-3 aniline 
• 95-85-2 2-hydroxy-5-chloro-aniline 
• 5416-30-8 N,N'-diphenyl-S-methyl isothiourea 
• 13528-20-6 N-(2-hydroxy-5-chlorophenyl)-N'-phenylthiourea 
• 103-72-0 phenyl isothiocyanate 
• 22876-19-3 5-chloro-2-mercaptobenzoxazole 
• 64037-25-8 5-chloro-2-methylsulfanyl-benzooxazole 

Downstream Products

• 1220280-23-8 5-(1-methyl-1H-indol-5-yl)-N-phenylbenzo[d]oxazol-2-amine 
• 1220282-09-6 N-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazol-2-amine 
• 94058-89-6 2-(N-benzyl-N-phenetylamino)-5-chlorobenzoxazole 
• 94058-88-5 2-(N-benzyl-N-phenylamino)-5-chlorobenzoxazole 

Relevant articles and documents

Electrochemical NaI/NaCl-mediated one-pot synthesis of 2-aminobenzoxazoles in aqueous mediaviatandem addition-cyclization

An electrochemical synthesis of 2-aminobenzoxazoles from 2-aminophenols and isothiocyanates was successfully developed in a one-pot fashion. Using inexpensive and widely available NaI and NaCl co-operatively in catalytic amounts, our electrosynthesis approach provided various 2-aminobenzoxazole products in moderate to high yields in an open-flask type undivided cell without using any external supporting electrolyte and base. The protocol can be applied to the synthesis of 2-aminobenzothiazoles from the corresponding 2-thiophenols in moderate yields. This protocol has many benefits. It is metal-free and highly scalable and uses inexpensive mediators and EtOH/water as an environmentally friendly solvent under mild conditions.

Potassium Periodate Mediated Oxidative Cyclodesulfurization toward Benzofused Nitrogen Heterocycles

A convenient oxidative cyclodesulfurization method toward the synthesis of benzofused nitrogen heterocycles using inexpensive and readily available potassium periodate as an oxidant was developed. Upon treating isothiocyanates with ortho -substituted anilines bearing N, N -, N, O -, and N, S -bis-nucleophiles, followed by an intramolecular cyclization of the in situ generated monothioureas, substituted 2-aminobenzazole series were rapidly accessible in good to excellent yields. The protocol can accommodate various substituents on both substrates while allowing more efficient, greener, and operational simpler process relative to other oxidative coupling reactions. Tetracyclic quinazolinone derivatives were also afforded in high yields in a single preparative step and chromatography-free.

Iodide catalyzed synthesis of 2-aminobenzoxazoles via oxidative cyclodesulfurization of phenolic thioureas with hydrogen peroxide

A convenient and efficient oxidative cyclodesulfurization of o-phenolic thioureas to 2-aminobenzoxazoles employing TBAI (tetrabutylammonium iodide)/H2O2 catalyst/reagent system is reported. The protocol utilizes and offers a number o