221347-71-3

Basic information

• Product Name: 5-Fluorobenzoxazole
• Synonyms: 5-FLUOROBENZOXAZOLE 99;5-Fluorobenzoxazole 99%;Benzoxazole,5-fluoro-(9CI);5-Fluorobenzoxazole;5-Fluorobenzo[d]oxazole;5-Fluoro-1,3-benzoxazole 97+%;5-fluoro-1,3-benzoxazole
• CAS NO: 221347-71-3
• Molecular Formula: C7H4FNO
• Molecular Weight: 137.11
• Product Categories: HALIDE;API intermediates
• Mol File: 221347-71-3.mol

Chemical Properties

• Boiling Point: 188.186 °C at 760 mmHg
• Flash Point: 67.613 °C
• Appearance: /
• Density: 1.321 g/cm³
• CAS DataBase Reference: 5-Fluorobenzoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Fluorobenzoxazole(221347-71-3)
• EPA Substance Registry System: 5-Fluorobenzoxazole(221347-71-3)

Safety Data

• Hazardous Substances Data: 221347-71-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
5-Fluorobenzoxazole is used as a building block for the synthesis of various pharmaceuticals and agrochemicals due to its unique chemical properties and reactivity. Its incorporation into these compounds can enhance their efficacy and selectivity, making it a valuable component in the development of new drugs and pesticides.
Used in Organic Synthesis:
5-Fluorobenzoxazole is used as an intermediate in organic synthesis for the production of diverse organic compounds. Its characteristic aromatic structure and reactivity make it a versatile building block for the synthesis of a wide range of chemical products.
Used in Medicinal Chemistry:
5-Fluorobenzoxazole is used as a starting material in medicinal chemistry for the development of new drugs with potential therapeutic applications. Its unique chemical properties and reactivity allow for the design and synthesis of novel drug candidates with improved pharmacological properties.
Used in Antimicrobial Applications:
5-Fluorobenzoxazole has been studied for its potential antimicrobial properties, making it a candidate for the development of new antimicrobial agents. Its incorporation into antimicrobial compounds can enhance their effectiveness against various microorganisms, contributing to the fight against drug-resistant infections.
Used in Anticancer Applications:
5-Fluorobenzoxazole has also been investigated for its potential anticancer activities, making it a promising candidate for the development of new anticancer drugs. Its unique chemical structure and reactivity can be leveraged to design and synthesize novel anticancer agents with improved efficacy and selectivity.

Upstream product

• 273-53-0 benzoxazole 
• 124-38-9 carbon dioxide 
• 399-97-3 2-amino-4-fluorophenol 
• 394-33-2 2-nitro-4-fluorophenol 
• 122-51-0 orthoformic acid triethyl ester 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 1049032-77-0 5-fluoro-2-(2-methoxyphenyl)benzoxazole 
• 1519829-39-0 C₁₄H₇FN₂O 
• 1207429-57-9 5-fluoro-2-(4-methylphenyl)benzoxazole 

Relevant articles and documents

Electrolytic partial fluorination of organic compounds. Part 29. Anodic mono- and difluorination of 2-benzoxazolyl sulfides

Anodic fluorination of 2-benzoxazolyl sulfides using various fluoride salts and dimethoxyethane as a supporting electrolyte and a solvent, respectively, resulted in the formation of the corresponding mono- and difluorinated products in reasonable yields. The monofluorination took place selectively at the position α to the sulfur atom while the difluorination resulted at both the α-position and the benzene ring while the expected α,α-difluorination did not take place at all. Moreover, anodic fluorination of the electrolytic solvent, DME, which has never been reported so far, was also observed as a side-reaction and this fluorination was further confirmed by carrying out anodic fluorination of DME itself in the absence of a substrate sulfide.

Visible Light-Induced Copper-Catalyzed C—H Arylation of Benzoxazoles?

A general method for visible light-induced copper-catalyzed arylation of sp2 C—H bonds of azoles has been developed. The method employs aryl halide as the coupling partner, lithium alkoxide as base. A variety of azoles including benzooxazole and benzothiazole can be arylated. Furthermore, electron-poor heterocycles such as thiophene possessing one electron-withdrawing group can also be arylated.

Cobalt-catalyzed synthesis of N-containing heterocycles: Via cyclization of ortho -substituted anilines with CO2/H2

The CO2-involved synthesis of chemicals is of great significance from the green and sustainable chemistry viewpoint. Herein, we report a non-noble metal catalytic system composed of CoF2, CsF and P(CH2CH2PPh2)3 (denoted as PP3) for the synthesis of N-containing heterocycles from ortho-substituted anilines and CO2/H2. Mechanism investigation indicates that [Co(PP3)H(CO2)]+ is a catalytically active intermediate under working conditions; and CsF plays important roles in activating ortho-substituted anilines via hydrogen bond interactions, thus promoting the formation of the final products. This catalytic system is highly efficient, and allows a wide scope of ortho-substituted anilines, together with excellent functional group tolerance, affording various N-containing heterocycles in good to excellent yields.

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).

Cu-Catalyzed Direct C-P Bond Formation through Dehydrogenative Cross-Coupling Reactions between Azoles and Dialkyl Phosphites

A direct dehydrogenative cross-coupling of azoles [C(sp2)-H] with dialkyl phosphites [P(O)-H] to access 2-phosphonated azoles using Cu(I)/Cu(II) as catalyst and K2S2O8/di-tert-butylperoxide as oxidant has been achieved. A remarkable advantage over reported procedures includes that oxazoles, imidazoles, benz(ox/othi/imid)azoles, and indole are found to react under optimized reaction conditions to provide corresponding adducts in high yields. The mechanistic insight of cross-coupling was obtained by deuterium kinetic isotope effect studies.

COMPOUND HAVING ZNF143 INHIBITORY ACTIVITY AND USE THEREOF

PROBLEM TO BE SOLVED: To provide a compound having a ZNF143 inhibitory activity as well as to provide a ZNF143 inhibitory agent and pharmaceutical composition containing the same. SOLUTION: Provided is a compound represented by formula (I) or a salt thereof as well as a ZNF143 inhibitory agent containing the same and a pharmaceutical composition having the same as an active ingredient. A-B-C-D (I)[A is H, a methyl group, a naphthyl group, a phenyl group or a nitrogen-containing heterocyclic ring; B is as shown below, and C is an amide bond or a heteroaromatic ring containing N and O; D is a substituted/unsubstituted phenyl group or a monocyclic heteroaromatic ring containing N or S; and C and D are both fused heterocyclic ring or the like optionally having a substituent group.]. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2016,JPOandINPIT

Room-temperature palladium-catalyzed direct 2-arylation of benzoxazoles with aryl and heteroaryl bromides

An efficient room-temperature palladium-catalyzed direct 2-arylation of benzoxazoles with aryl bromides is presented. The Pd(OAc)2/ NiXantphos-based catalyst enables the introduction of various aryl and heteroaryl groups, via a deprotonative cross-coupling process (DCCP) in good to excellent yields (60-99%). This journal is the Partner Organisations 2014.

Indium-mediated one-pot synthesis of benzoxazoles or oxazoles from 2-nitrophenols or 1-aryl-2-nitroethanones

One-pot reduction-triggered heterocyclizations from 2-nitrophenols to benzoxazoles and from 1-aryl-2-nitroethanones to oxazoles were investigated. In the presence of indium/AcOH in benzene at reflux, 2-nitrophenols and R-C(OMe)3 (R=H, Me, Ph) produced excellent yields of corresponding benzoxazoles within an hour. Similarly, 1-aryl-2-nitroethanones and Ph-C(OMe)3 in the presence of indium/AcOH in acetonitrile transformed into the corresponding oxazoles with good yields.