Production Method 1

6149-66-2

835-64-3

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Cuprous iodide ,  6-Deoxy-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-6-(4-phenyl-1H-1,2,3-triaz… Solvents: Dimethylformamide ;  10 h, 120 °C

Reference

Synthesis of Benz-Fused Azoles via C-Heteroatom Coupling Reactions Catalyzed by Cu(I) in the Presence of Glycosyltriazole Ligands

Mishra, Nidhi; et al, ACS Combinatorial Science, 2019, 21(5), 389-399

Production Method 2

90-02-8

835-64-3

Reaction Conditions

1.1 Catalysts: Zinc oxide (ZnO) ;  2 min, rt

Reference

ZnO nanoparticles: a green efficient catalyst for the room temperature synthesis of biologically active 2-aryl-1,3-benzothiazole and 1,3-benzoxazole derivatives

Banerjee, Subhash; et al, Tetrahedron Letters, 2014, 55(40), 5515-5520

Production Method 3

90-02-8

835-64-3

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: 2759100-01-9 Solvents: Ethanol ;  30 min, 30 °C

Reference

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

Shebitha, A. M.; et al, Catalysis Letters, 2022, 152(10), 3017-3030

Production Method 4

1761-56-4

835-64-3

Reaction Conditions

1.1 Catalysts: Sodium cyanide Solvents: Dimethylformamide ;  8 h, rt
1.2 Solvents: Water ;  rt

Reference

Cyanide as a powerful catalyst for facile preparation of 2-substituted benzoxazoles via aerobic oxidation

Cho, Yeon Ho; et al, Advanced Synthesis & Catalysis, 2012, 354(16), 2992-2996

Production Method 5

1761-56-4

835-64-3

Reaction Conditions

1.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ;  overnight, rt

Reference

Group 4 complexes of salicylbenzoxazole ligands as effective catalysts for the ring-opening polymerization of lactides, epoxides and copolymerization of ε-caprolactone with L-lactide

Pappuru, Sreenath; et al, Polymer, 2016, 102, 231-247

Production Method 6

54758-73-5

835-64-3

Reaction Conditions

1.1 Reagents: Diethyl chlorophosphate Solvents: Toluene ;  5 min, reflux; reflux → rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  neutralized, rt

Reference

Efficient synthesis of 2-substituted benzoxazoles via Beckmann rearrangement of 2-hydroxyaryl ketoximes using diethyl chlorophosphate

Sardarian, A. R.; et al, Synlett, 2008, (9), 1391-1393

Production Method 7

90-02-8

835-64-3

Reaction Conditions

1.1 Catalysts: Dabco ,  S8 ;  2 h, 130 °C

Reference

Sulfur/DABCO Promoted Reductive Coupling/Annulation Cascade Reaction between o-Hydroxy/Amino Nitrobenzenes and Benzaldehydes

Dang, Minh-Huy Dinh; et al, Synthesis, 2020, 52(11), 1687-1694

Production Method 8

444-30-4

835-64-3

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Water ;  2 h, 80 °C

Reference

Transformation of Anionically Activated Trifluoromethyl Groups to Heterocycles under Mild Aqueous Conditions

Qiao, Jennifer X.; et al, Organic Letters, 2011, 13(7), 1804-1807

Production Method 9

118-93-4

835-64-3

Reaction Conditions

1.1 Reagents: Selenium dioxide Solvents: 1,4-Dioxane ;  6 - 8 h, 80 °C

Reference

SeO2 Mediated Synthesis of Selected Heterocycles by Oxidative C-C Bond Cleavage of Acetophenone Derivatives

Khan, Danish; et al, ChemistrySelect, 2019, 4(25), 7585-7590

Production Method 10

1441-87-8

835-64-3

Reaction Conditions

1.1 Reagents: Sulfuric acid magnesium salt (1:1) Catalysts: Potassium fluoride Solvents: Acetonitrile ;  rt; 90 min, rt

Reference

KF-Al2O3 as a Base Heterogeneous Catalyst for the Synthesis of 2-Substituted Benzoxazoles and Benzothiazoles under Mild Reaction Conditions at Room Temperature

Bahadorikhalili, Saeed; et al, Polycyclic Aromatic Compounds, 2020, 40(4), 990-997

Production Method 11

5661-50-7

273-53-0

835-64-3

Reaction Conditions

1.1 Reagents: Pivalic acid ,  Silver carbonate ,  Propanoic acid, 2,2-dimethyl-, cesium salt (1:1) Catalysts: Bis[dichloro[η5-(pentamethylcyclopentadienyl)]rhodium] ,  Silver hexafluoroantimonate Solvents: Dimethylformamide ;  5 min, rt; 24 h, 140 °C

Reference

Rhodium(III)-Catalyzed ortho-Heteroarylation of Phenols through Internal Oxidative C-H Activation: Rapid Screening of Single-Molecular White-Light-Emitting Materials

Li, Bijin; et al, Angewandte Chemie, 2015, 54(47), 14008-14012

Production Method 12

5661-50-7

273-53-0

835-64-3

Reaction Conditions

1.1 Reagents: Cesium acetate ,  [1,1,1-Trifluoro-N-[(trifluoromethyl)sulfonyl-κO]methanesulfonamidato-κO]silver Catalysts: Bis[dichloro[η5-(pentamethylcyclopentadienyl)]rhodium] Solvents: Dimethyl sulfoxide ;  30 h, 85 °C

Reference

Unified synthesis of mono/bis-arylated phenols via RhIII-catalyzed dehydrogenative coupling

Wu, Qian; et al, Chemical Science, 2017, 8(1), 169-173

Production Method 13

833-50-1

835-64-3

Reaction Conditions

1.1 Reagents: Hydrogen peroxide Catalysts: Silver carbonate ,  Palladium diacetate ,  Eosin Solvents: 1,4-Dioxane ;  24 h, 25 °C
1.2 Reagents: Sodium chloride Solvents: Water ;  25 °C

Reference

Visible light induced palladium catalyzed C-H hydroxylation of nitrogen-containing heterocyclic aromatics in the presence of H2O2

He, Chaoyin; et al, Tetrahedron Letters, 2022, 112,

Production Method 14

273-53-0

533-58-4

835-64-3

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Ceria (magnetic nanoparticle Fe3O4-supported) ,  Iron oxide (Fe3O4) (complex with ceria) Solvents: Dimethyl sulfoxide ;  4 h, 100 °C

Reference

Magnetically separable nano CeO2: a highly efficient catalyst for ligand free direct C-H arylation of heterocycles

Shelkar, Radheshyam S.; et al, Tetrahedron Letters, 2015, 56(5), 693-699

Production Method 15

54758-73-5

835-64-3

Reaction Conditions

1.1 Reagents: Trichloroacetyl isocyanate

Reference

The Beckmann reactions: rearrangements, elimination-additions, fragmentations, and rearrangement-cyclizations

Gawley, Robert E., Organic Reactions (Hoboken, 1988, 35,

Production Method 16

54758-73-5

835-64-3

Reaction Conditions

1.1 Catalysts: Salicylaldoxime

Reference

Preparation of 1,2-benzisoxazoles from salicylaldoximes via trichloroacetyl isocyanate

Stokker, Gerald, Journal of Organic Chemistry, 1983, 48(15), 2613-15

Production Method 17

1624-54-0

835-64-3

Reaction Conditions

1.1 Reagents: Iodobenzene diacetate Solvents: Methanol ;  6 h

Reference

Synthesis and Characterization of 2-(2-((1-Aryl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)benzoxazoles: Evaluation of Cytotoxicity and Antioxidant Activity

Thakral, Sumit; et al, ChemistrySelect, 2022, 7(43),

Production Method 18

1624-54-0

835-64-3

Reaction Conditions

1.1 Reagents: Iodobenzene diacetate Solvents: Methanol ;  30 min, rt

Reference

Phenyliodine(III) diacetate-mediated dearomatization of 2-(2-hydroxyaryl)benzoxazoles and 2-(2-hydroxyaryl)benzothiazoles: Regio- and stereoselective synthesis of tetramethoxycyclohexenones and bicyclo[2.2.2]octenones

Yadav, Geeta; et al, Journal of Molecular Structure, 2022, 1266,

Production Method 19

444-30-4

835-64-3

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Water ;  2 - 4 h, 80 °C

Reference

Discovery of the selective sphingomyelin synthase 2 inhibitors with the novel structure of oxazolopyridine

Qi, Xiang-Yu; et al, Bioorganic & Medicinal Chemistry Letters, 2017, 27(15), 3511-3515

Production Method 20

273-53-0

90-02-8

835-64-3

Reaction Conditions

1.1 Catalysts: Ethylene glycol ,  Zinc chloride ;  6 h, 120 °C

Reference

Deep eutectic solvent-catalyzed arylation of benzoxazoles with aromatic aldehydes

Tran, Phuong Hoang; et al, RSC Advances, 2018, 8(20), 11127-11133

Production Method 21

306990-93-2

835-64-3

Reaction Conditions

1.1 Reagents: Aluminum chloride Solvents: Toluene ;  2 h, 140 °C

Reference

Lewis-Acid-Mediated Benzotriazole Ring Cleavage (BtRC) Strategy for the Synthesis of 2-Aryl Benzoxazoles from N-Acylbenzotriazoles

Singh, Anoop S.; et al, ACS Omega, 2017, 2(8), 5044-5051

Production Method 22

833-50-1

835-64-3

Reaction Conditions

1.1 Reagents: Sodium persulfate Catalysts: Palladium diacetate Solvents: 1,4-Dioxane ;  14 h, 80 °C
1.2 Reagents: Sodium persulfate Catalysts: Palladium diacetate Solvents: 1,4-Dioxane ;  14 h, 80 °C

Reference

Palladium catalyzed Csp2-H activation for direct aryl hydroxylation: the unprecedented role of 1,4-dioxane as a source of hydroxyl radicals

Seth, Kapileswar; et al, Chemical Communications (Cambridge, 2015, 51(1), 191-194

Production Method 23

833-50-1

835-64-3

Reaction Conditions

1.1 Reagents: Tetrabutylammonium hexafluorophosphate ,  Potassium peroxymonosulfate Catalysts: Palladium diacetate Solvents: Acetonitrile
1.2 Reagents: Tetrabutylammonium hexafluorophosphate Solvents: Acetonitrile
1.3 50 °C

Reference

Synthesis of 2-(2-Hydroxyaryl)-4H-benzo[e][1,3]oxazin-4-ones by Palladium-Catalyzed C(sp2)-H Hydroxylation via Electro-chemical Oxidation

Wu, Hongfeng; et al, Advanced Synthesis & Catalysis, 2020, 362(12), 2459-2465

Production Method 24

347370-91-6

835-64-3

Reaction Conditions

1.1 Reagents: Aluminum chloride Solvents: Toluene ;  2 h, 140 °C

Reference

Lewis-Acid-Mediated Benzotriazole Ring Cleavage (BtRC) Strategy for the Synthesis of 2-Aryl Benzoxazoles from N-Acylbenzotriazoles

Singh, Anoop S.; et al, ACS Omega, 2017, 2(8), 5044-5051

Production Method 25

100-52-7

835-64-3

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Cupric acetate Solvents: Dimethyl sulfoxide ;  10 h, 150 °C

Reference

Cu(II)-Catalyzed Cascade of N-phenyl-o-phenylenediamine with Benzaldehyde: One-Step Direct Construction of 2-(1-Phenyl-1H-benzo[d]imidazol-2-yl)phenols

Li, Jingpeng; et al, Journal of Organic Chemistry, 2023, 88(13), 9046-9055

Production Method 26

90-01-7

835-64-3

Reaction Conditions

1.1 Catalysts: Sodium tert-butoxide ,  Palladium oxide (PdO) (intercalated with mesoporous silica) Solvents: Toluene ;  14 h, 110 °C

Reference

Palladium oxide nanoparticles intercalated mesoporous silica for solvent free acceptorless dehydrogenation reactions of alcohols

Samanta, Partha Kumar; et al, Microporous and Mesoporous Materials, 2019, 284, 186-197

Production Method 27

6149-66-2

835-64-3

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Cuprous iodide ,  1H-Benzotriazole-1-methanol Solvents: Dimethylformamide ;  10 h, 120 °C

Reference

1-(Hydroxymethyl)-1H-benzotriazole: An Efficient Ligand for Copper-Catalyzed Ullmann-Type Coupling Reaction Leading to Expeditious Synthesis of Diverse Benzoxazoles and Benzothiazoles

Singh, Mala; et al, ChemistrySelect, 2019, 4(33), 9627-9631

Production Method 28

6149-66-2

835-64-3

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Cuprous iodide ,  1H-Benzotriazol-1-yl(2-methoxyphenyl)methanone Solvents: Dimethylformamide ;  8 h, 120 °C

Reference

N-Acylbenzotriazole as Efficient Ligand in Copper-Catalyzed O-Arylation Leading to Diverse Benzoxazoles

Singh, Anoop S.; et al, ChemistrySelect, 2017, 2(1), 154-159

Production Method 29

90-02-8

835-64-3

Reaction Conditions

1.1 Solvents: Methanol ;  3 min, rt

Reference

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

Kottayil, Hiba; et al, Journal of Heterocyclic Chemistry, 2020, 57(9), 3310-3317

2-(2-Hydroxyphenyl)benzoxazole Raw materials

• Salicyl alcohol
• Benzamide, N-(2-bromophenyl)-2-hydroxy-
• N-Phenoxyacetamide
• 2'-Hydroxyacetophenone
• 2-Hydroxybenzoyl Chloride
• Benzoxazole
• 2-Hydroxybenzaldehyde
• 2-Salicylideneaminophenol
• 2-Iodophenol
• 2-Phenylbenzoxazole
• 2-Hydroxybenzotrifluoride
• Benzaldehyde
• 2-(1H-1,2,3-Benzotriazole-1-carbonyl)phenol
• 2-{(2-hydroxyphenyl)iminomethyl}phenol
• Methanone, bis(2-hydroxyphenyl)-, oxime

2-(2-Hydroxyphenyl)benzoxazole Preparation Products

• 2-(2-Hydroxyphenyl)benzoxazole (835-64-3)

• 1. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
• 2. Empowering microfluidics by micro-3D printing and solution-based mineral coating?
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• 3. Exceptional activity of sub-nm Pt clusters on CdS for photocatalytic hydrogen production: a combined experimental and first-principles study?
  Qiyuan Wu,Shangmin Xiong,Peichuan Shen,Shen Zhao,Alexander Orlov Catal. Sci. Technol., 2015,5, 2059-2064
• 4. Enabling shape memory and healable effects in a conjugated polymer by incorporating siloxane via dynamic imine bond?
  Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095
• 5. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Phenyl-1,3-oxazoles
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Oxazoles Phenyl-1,3-oxazoles
• Solvents and Organic Chemicals Organic Compounds Heterocyclic Compounds
• Solvents and Organic Chemicals Organic Compounds Amines/Sulfonamides
• Solvents and Organic Chemicals Organic Compounds

Comprehensive Overview of 2-(2-Hydroxyphenyl)benzoxazole (CAS No. 835-64-3): Properties, Applications, and Innovations

2-(2-Hydroxyphenyl)benzoxazole (CAS No. 835-64-3) is a versatile organic compound widely recognized for its unique photophysical properties and applications in advanced materials. This benzoxazole derivative features a hydroxyl group attached to a phenyl ring, which enhances its ability to form hydrogen bonds and participate in coordination chemistry. Researchers and industries value this compound for its fluorescence properties, making it a key component in optical brighteners, sensors, and organic electronics. Its molecular structure (C₁₃H₉NO₂) allows for tunable emission spectra, a feature highly sought after in luminescent materials and bioimaging technologies.

In recent years, the demand for 2-(2-Hydroxyphenyl)benzoxazole has surged due to its role in sustainable technologies. For instance, its incorporation into OLEDs (Organic Light-Emitting Diodes) aligns with the global push for energy-efficient displays. A 2023 study highlighted its potential in blue-emitting materials, addressing a critical gap in OLED performance. Additionally, its chelation ability with metal ions has sparked interest in environmental sensing, particularly for detecting heavy metals in water—a hot topic amid increasing pollution concerns. Users searching for "fluorescent probes for metal detection" or "benzoxazole-based OLED materials" will find this compound highly relevant.

The synthesis of CAS No. 835-64-3 typically involves condensation reactions between 2-aminophenol and salicylic acid derivatives, optimized for high yields and purity. Advanced purification techniques like column chromatography ensure its suitability for sensitive applications. Notably, its thermal stability (decomposition above 300°C) and solubility in polar solvents (e.g., DMSO, ethanol) make it adaptable for diverse formulations. These traits are frequently queried in searches such as "how to purify 2-(2-Hydroxyphenyl)benzoxazole" or "solvent compatibility of benzoxazole dyes," reflecting practical user needs.

Beyond industrial uses, 2-(2-Hydroxyphenyl)benzoxazole is gaining traction in academic research. Its excited-state intramolecular proton transfer (ESIPT) mechanism—a phenomenon where protons shift upon photoexcitation—is a focal point for designing molecular switches and pH-sensitive probes. This aligns with trending queries like "ESIPT fluorescence mechanisms" and "smart materials for chemical sensing." Furthermore, collaborations between material scientists and biotechnologists explore its bio-compatibility, opening doors to theragnostic applications where diagnostics and therapy merge.

From an SEO perspective, this article integrates high-value keywords such as "benzoxazole fluorescence applications," "CAS 835-64-3 supplier," and "hydroxyphenylbenzoxazole synthesis," catering to both commercial and research audiences. The compound’s alignment with green chemistry principles—low toxicity and biodegradability—also resonates with searches for "eco-friendly luminescent materials." As innovation accelerates, 2-(2-Hydroxyphenyl)benzoxazole remains at the forefront of interdisciplinary advancements, bridging gaps between chemistry, materials science, and environmental technology.

• 33450-11-2(1,4-Benzenediol, 2,5-bis(2-benzoxazolyl)-)
• 35875-76-4(Phenol, 2-(5-methyl-2-benzoxazolyl)-)
• 3608-39-7(Phenol, 2-naphth[1,2-d]oxazol-2-yl-)
• 168405-16-1(2-Dibenzofuranol,3-(6-methyl-2-benzoxazolyl)-)
• 23467-27-8(bis2-(2-Benzoxazolyl)phenolatozinc(II))
• 88978-49-8(1,2-Benzenediol, 3,6-bis(2-benzoxazolyl)-)
• 24978-46-9(1,2-Benzenediol, 3-(2-benzoxazolyl)-)
• 220396-66-7(Benzonitrile,4-(2-benzoxazolyl)-3-hydroxy-)
• 13459-17-1(Benzoxazole, 2-(2-methoxyphenyl)-)
• 22105-53-9(Phenol, 2-(2-benzoxazolyl)-4-methyl-)