3315-19-3

Basic information

• Product Name: 4-(1,3-benzoxazol-2-yl)benzenol
• Synonyms: 4-(1,3-benzoxazol-2-yl)benzenol;4-BENZOOXAZOL-2-YL-PHENOL;Zinc03101849;4-(BENZO[D]OXAZOL-2-YL)PHENOL
• CAS NO: 3315-19-3
• Molecular Formula: C₁₃H₉NO₂
• Molecular Weight: 211.219
• Mol File: 3315-19-3.mol

Chemical Properties

• Melting Point: 250 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• Boiling Point: 355.8±25.0 °C(Predicted)
• Appearance: /
• Density: 1.293±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 8.89±0.15(Predicted)
• CAS DataBase Reference: 4-(1,3-benzoxazol-2-yl)benzenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1,3-benzoxazol-2-yl)benzenol(3315-19-3)
• EPA Substance Registry System: 4-(1,3-benzoxazol-2-yl)benzenol(3315-19-3)

Safety Data

• Hazardous Substances Data: 3315-19-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(1,3-benzoxazol-2-yl)benzenol is used as a building block for the synthesis of pharmaceutical drugs, contributing to the development of new medications due to its chemical properties and reactivity.
Used in Analytical and Environmental Chemistry:
4-(1,3-benzoxazol-2-yl)benzenol is used as a fluorescence probe for the detection of metal ions, providing a sensitive and selective method for ion analysis in various samples, which is crucial for environmental monitoring and quality control in chemical processes.

Upstream product

• 767-00-0 4-cyanophenol 
• 95-55-6 2-amino-phenol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 17065-03-1 N-(p-hydroxybenzylidene)-o-hydroxyaniline 
• 99-96-7 4-hydroxy-benzoic acid 
• 615-18-9 2-chloro-1,3-benzoxazole 
• 95128-29-3 2-[4-(benzyloxy)phenyl]-1,3-benzoxazole 
• 174412-29-4 4-hydroxy-N-(2-hydroxyphenyl)benzamide 
• 838-34-6 2-(p-methoxyphenyl)benzoxazole 
• 117649-29-3 2-(4-methoxybenzylideneamino)phenol 
• 123-11-5 4-methoxy-benzaldehyde 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 1040034-32-9 C₁₃H₁₀INO₂ 
• 17065-03-1 4-hydroxybenzylidene-2-hydroxyaniline 

Downstream Products

• 1236771-70-2 2-[4-(5-bromopentyloxy)phenyl]-1,3-benzoxazole 

Relevant articles and documents

Synthesis, Characterization and DFT-D Studies of 2-Aminoethoxycalix[4]resorcinarenes: A Novel Heterogeneous Organocatalyst

The present article reports the synthesis of two novel supramolecular architectures, Phenyl(octa-2-aminoethoxy)calix[4]resorcinarene and 2-Aminoethoxyphenyl-(octa-2-aminoethoxy)calix[4]resorcinarene via surface functionalization and describes their applic

Heterogeneous palladium (II)-complexed dendronized polymer: A rare palladium catalyst for the one-pot synthesis of 2-arylbenzoxazoles

The palladium complex of dendronized amine polymer (EG–Gn–Pd, n = 0, 1 and 2) having ethylene glycol-initiated polyepichlorohydrin as core was synthesized on a Merrifield resin support and was well characterized. Generally, palladium catalysts are known for carbon–carbon coupling reactions. Here, a developed catalyst was found to be good for benzoxazole synthesis. Higher generation dendronized polymer (EG–G2–Pd) was found to be better catalyst over lower generation dendronized polymers. Moreover, dendronized polymers were found to be a better catalyst over dendrigraft polymers. The catalyst reusability was checked and good yield was obtained for five cycles.

2-Aryl benzazole derived new class of anti-tubercular compounds: Endowed to eradicate mycobacterium tuberculosis in replicating and non-replicating forms

The high mortality rate and the increasing prevalence of Mtb resistance are the major concerns for the Tuberculosis (TB) treatment in this century. To counteract the prevalence of Mtb resistance, we have synthesized 2-aryl benzazole based dual targeted molecules. Compound 9m and 9n were found to be equally active against replicating and non-replicating form of Mtb (MIC(MABA) 1.98 and 1.66 μg/ml; MIC(LORA) 2.06 and 1.59 μg/ml respectively). They arrested the cell division (replicating Mtb) by inhibiting the GTPase activity of FtsZ with IC50 values 45 and 64 μM respectively. They were also capable of kill Mtb in non-replicating form by inhibiting the biosynthesis of menaquinone which was substantiated by the MenG inhibition (IC50 = 11.62 and 7.49 μM respectively) followed by the Vit-K2 rescue study and ATP production assay.

SSAO INHIBITOR

The present invention provides an SSAO inhibitor and an application thereof in preparing a drug for treating a disease related to SSAO. In particular, the present invention provides a compound shown in formula (IV) and a pharmaceutically acceptable salt thereof.

Development of homogeneous polyamine organocatalyst for the synthesis of 2-aryl-substituted benzimidazole and benzoxazole derivatives

A new polyamine was prepared by the ring opening polymerization of epichlorohydrin and properly characterized. The catalytic property of the prepared polymer was assessed by synthesizing 2-aryl-substituted benzimidazole and benzoxazole derivatives by the conjugation of o-phenylenediamine/o-aminophenol with various aromatic aldehydes in the presence of atmospheric oxygen. Significant attributes of the present synthesis include short reaction time, good to excellent yield, high purity, easy reusability, and room temperature reaction. The reaction was carried out in the absence of any metal catalyst and other cooxidants.

Sulfur-Promoted Synthesis of Benzoxazoles from 2-Aminophenols and Aldehydes

Elemental sulfur (S8) was found to be an excellent stoichiometric oxidant to promote oxidative condensation of 2-aminophenols with a wide range of aldehydes, including aliphatic aldehyde such as cyclohexanecarboxaldehyde. The reactions were catalyzed by sodium sulfide in the presence of DMSO as an additive. The benzoxazole products were obtained in satisfactory yields. The reaction conditions could be applied to larger syntheses (10–50 mmol).

Method for synthesizing benzoxazole through microwave radiation of benzamide compound in water phase

The invention discloses a method for synthesizing benzoxazole through microwave radiation of a benzamide compound in a water phase. The benzamide compound is added into the water phase under the microwave condition to be subjected to a cyclization reaction for generating the benzoxazole under the alkali condition, and the method for preparing the benzoxazole is environmentally friendly, easy and convenient to operate, safe, low in cost and efficient. Compared with the prior art, the method can be applied to a large number of functional groups, the yield is high, the number of by-products is small, and the method is easy to operate, safe, low in cost and environmentally friendly. (Please see the specifications for the formula).

Method used for rapid preparation of benzo-heterocycle compound with physical grinding under solvent-free room temperature conditions

The invention discloses a method used for rapid preparation of benzo-heterocycle compound with physical grinding under solvent-free room temperature conditions. According to the method, glacial aceticacid is taken as a catalyst; at solvent-free room temperature conditions, physical grinding is adopted, reaction of 2-substituted arylamines (2-mercapto arylamine, 2-aminophenol, and o-phenylenediamine) and aromatic aldehydes is carried out using physical grinding. The method is friendly to the environment, is simple in operation, is safe, is low in cost, and is high in efficiency. Compared withthe prior art, the advantages are that: the method is suitable for a large amount of functional groups, yield is high, less by-product is generated, operation is simple, the method is safe, cost is low, and the method is friendly to the environment.

Intramolecular O-arylation using nano-magnetite supported N-heterocyclic carbene-copper complex with wingtip ferrocene

Nano-magnetite supported N-heterocyclic carbene-copper complex with wingtip ferrocene has been prepared via multi-step procedure. The complex has been characterized by various analytical techniques such as fourier transform infrared (FT-IR), fourier transform Raman (FT-Raman), X-ray photoelectron spectroscopy (XPS), X-ray diffraction (XRD), transmission electron microscopy (TEM) and vibrating sample magnetometer (VSM) analysis. The catalytic activity of the complex has been exploited in intramolecular O-arylation of o-iodoanilides under heterogeneous conditions. The complex could be successfully recycled up to twelve consecutive cycles.

Synthesis and characterization of a novel oxo-bridged binuclear iron(iii) complex: Its catalytic application in the synthesis of benzoxazoles using benzyl alcohol in water

In the present work, the synthesis and characterization of a novel binuclear oxo-bridged iron(iii) complex, (FeLAPIP)2O, where LAPIP is the deprotonated form of a tetradentateo-aminophenol-iminopyridine ligand, is described. The iron complex was characterized using different techniques including X-ray crystallography, infrared spectroscopy, UV-Vis, magnetic susceptibility and cyclic voltammetry. The X-ray structure analysis revealed that in the structure of the (FeLAPIP)2O complex, each iron(iii) is coordinated in a distorted square pyramidal arrangement by an oxo group, three amine nitrogens and one oxygen atom of the o-aminophenolate ligand. The variable-temperature magnetic measurement exhibits strong antiferromagnetic coupling between two iron(iii) centers. Cyclic voltammetry measurements showed two kinds of quasireversible events, suggesting the formation of a phenoxyl radical species in the region of the anodic peaks and a metal-centered redox (FeIII/FeII) process at low potential. The catalytic activity of this Fe-complex was evaluated in coupling of 2-aminophenol and benzyl alcohols for the one-pot synthesis of benzoxazoles. The catalyst system showed high catalytic activity in this transformation and benzoxazole derivatives were obtained in good to excellent yields. tert-Butyl hydroperoxide was used as an oxidant and 1.2 mol% of catalyst was needed to accomplish the reaction in water as the green solvent.