447-43-8

Basic information

• Product Name: 4-FLUOROPHENYLGLYOXAL HYDRATE
• Synonyms: 4-FLUOROPHENYLGLYOXAL HYDRATE;4-FLUOROPHENYLGLYOXAL MONOHYDRATE;2-(4-Fluorophenyl)-2-oxo-acetaldehyde;2-(4-fluorophenyl)-2-oxoacetaldehyde hydrate;4-FLUOROPHENYLGLYOXAL HYDRATE , DRY WT. BASIS;4-FLUOROPHENYLGLYOXAL HYDRATE, 98%, DRY WT. BASIS;2-(4-fluorophenyl)-2-keto-acetaldehyde;2-(4-fluorophenyl)-2-oxo-ethanal
• CAS NO: 447-43-8
• Molecular Formula: C₈H₇FO₃
• Molecular Weight: 170.14
• EINECS: -0
• Mol File: 447-43-8.mol

Chemical Properties

• Melting Point: 80 °C
• Boiling Point: 115 °C
• Flash Point: 80.4 °C
• Appearance: /
• Density: 1.411±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 10.51±0.41(Predicted)
• BRN: 2354778
• CAS DataBase Reference: 4-FLUOROPHENYLGLYOXAL HYDRATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROPHENYLGLYOXAL HYDRATE(447-43-8)
• EPA Substance Registry System: 4-FLUOROPHENYLGLYOXAL HYDRATE(447-43-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RTECS: CY1440000
• HazardClass: IRRITANT
• Hazardous Substances Data: 447-43-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Fluorophenylglyoxal hydrate is used as an intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and medicinal compounds. Its unique structure allows it to participate in essential chemical reactions that facilitate the creation of therapeutic agents.
Used in Organic Compounds Synthesis:
As a versatile building block, 4-Fluorophenylglyoxal hydrate is used in the synthesis of a wide range of organic compounds, enhancing the diversity and complexity of chemical products.
Used in Research and Development:
In the field of research and development, 4-Fluorophenylglyoxal hydrate serves as a reagent and catalyst, enabling scientists to explore new chemical pathways and reactions, thus advancing the understanding of organic chemistry.
Used in Chemical Reactions:
4-Fluorophenylglyoxal hydrate is used as a participant in various chemical reactions, including condensation, oxidation, and reduction, due to its ability to interact with other molecules and facilitate desired transformations in chemical processes.

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 403-32-7 (4-fluorophenyl)glyoxal 

Downstream Products

• 175543-28-9 2,2-diethoxy-1-(4-fluorophenyl)ethanone 
• 1088991-14-3 (E)-1,4-bis(4-fluorophenyl)-2-(methylthio)but-2-ene-1,4-dione 
• 1088991-12-1 (Z)-1,4-bis(4-fluorophenyl)-2-(methylthio)but-2-ene-1,4-dione 
• 1153714-81-8 ethyl (2R,3S)-3-(4-fluorobenzoyl)-1-(4-methoxyphenyl)aziridine-2-carboxylate 
• 1217903-54-2 C₁₄H₁₁FN₄O₂ 
• 76569-81-8 3-(4-fluorophenyl)-1,6-dimethylpyrimido[4,5-c]pyridazine-5,7(1H,6H)-dione 
• 1289423-46-6 (S)-(-)-2-(4-fluorophenyl)-2-hydroxy-3-nitropropanal 
• 1353896-83-9 2-(4-fluorophenyl)-7-(2-(4-fluorophenyl)-4-hydroxy-1-p-tolyl-1H-indol-3-yl)-6,7-dihydro-1-p-tolyl-1H-indol-4(5H)-one 
• 1353896-88-4 1-(4-chlorophenyl)-7-(1-(4-chlorophenyl)-2-(4-fluorophenyl)-4-hydroxy-1H-indol-3-yl)-2-(4-fluorophenyl)-6,7-dihydro-1H-indol-4(5H)-one 
• 1370418-30-6 (E)-1-(4-fluorophenyl)-2-((4-methoxyphenyl)imino)ethanone 
• 1393726-07-2 7-(4-bromophenylamino)-1-(4-chlorophenyl)-2-(4-fluorophenyl)-6,7-dihydro-6,6-dimethyl-1H-indol-4(5H)-one 
• 1427284-23-8 3-((4-bromophenyl)amino)-1-(4-chlorophenyl)-2-(4-fluorophenyl)-6,6-dimethyl-6,7-dihydro-1H-indol-4(5H)-one 

Relevant articles and documents

One-pot, three-component synthesis of polyfunctionalized benzo[h]pyrazolo[3,4-b][1,6]naphthyridine and benzo[g]pyrazolo[3,4-b]quinoline derivatives in the presence of silver nanoparticles (AgNPs)

An efficient and straightforward protocol for one-pot, three-component reaction of aryl glyoxal monohydrates 1a-h, 5-amino-1-aryl-3-methylpyrazoles 2a,b and 4-hydroxyquinoline-2(1H)-one (3) or 2-hydroxy-1,4-naphthoquinone (4) using silver nanoparticles (AgNPs) as a high performance nanocatalyst in H2O/EtOH at 60°C afforded the corresponding polyfunctionalized benzo[h]pyrazolo[3,4-b][1,6]naphthyridines 5a-h and benzo[g]pyrazolo[3,4-b]quinolines 6a-i, respectively. Excellent catalytic activity, high yields, employing green media and green nanocatalyst, cost-effective and simple procedure are some notable advantages of using AgNPs as a noble metal nanocatalyst in this synthetic strategy. The structures of fused heterocycles were confirmed by their Fourier transform infrared, proton nuclear magnetic resonance (1H-NMR), and 13C-NMR spectral data and microanalysis.

Series of Functionalized 5-(2-Arylimidazo[1,2-a]pyridin-3-yl)pyrimidine-2,4(1 H,3 H)-diones: A Water-Mediated Three-Component Catalyst-Free Protocol Revisited

A water-mediated and catalyst-free practical method for the synthesis of a new series of pharmaceutically interesting functionalized 5-(2-arylimidazo[1,2-a]pyridin-3-yl)pyrimidine-2,4(1H,3H)-diones has been accomplished based on a one-pot multicomponent reaction between arylglyoxal monohydrates, 2-aminopyridines/2-aminopyrimidine, and barbituric/N,N-dimethylbarbituric acids under reflux conditions. The salient features of this protocol are avoidance of any additive/catalyst and toxic organic solvents, use of water as reaction medium, clean reaction profiles, operational simplicity, ease of product isolation/purification without the aid of tedious column chromatography, good to excellent yields, and high atom-economy and low E-factor.

Preparation methods of aprepitant impurity

The invention discloses preparation methods of an aprepitant impurity, which comprise isomer impurity synthesis method of six aprepitant key intermediates (2R, 3S)-2-[(1R)-1-[3, 5-bis (trifluoromethyl)-phenyl] ethoxy]-3-(4-fluorophenyl) morpholine, respectively, synthesis of four diastereomer impurities, synthesis of one enantiomer impurity and synthesis of one by-product impurity. The methods have the beneficial effects that the five synthesis methods are simple and feasible, the raw materials are easy to obtain, the conditions are mild, the cost is low, the production is facilitated, and meanwhile, the isomer impurities of the synthesized aprepitant key intermediate provide a new intermediate raw material for the preparation of aprepitant.

Synthesis of Ethyl 2-Amino-4-benzoyl-5-oxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxylates by a One-pot, Three-Component Reaction in the Presence of TPAB

In this research, in order to synthesize a series of ethyl 2-amino-4-benzoyl-5-oxo-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carboxylates, a green and an efficient method is proposed through one-pot three-component reaction of substituted arylglyoxals, ethyl cyanoacetate, and 4-hydroxyquinolin-2(1H)-one in the presence of terapropylammonium bromide as a catalyst in good yields. All synthesized new substances were characterized by FTIR, 1H-NMR, and 13C-NMR spectral data and elemental analysis.

A simple protocol for the green synthesis of a new series of pyrimido[4,5b][1,6]naphthyridines in the presence of silver nanoparticles (AgNPs)

Eight polyfunctionalized pyrimidonaphthyridine derivatives has been synthesized, in 79-92% yields, via the one-pot, three-component reaction of aryl glyoxal monohydrates, 6-aminouracil and 4-hydroxyquinolin-2(1H)-one in H2O/EtOH in the presence of AgNPs under mild conditions. In this work colloidal AgNPs acts as an efficient, economical, green nanocatalyst, leading to a simple method of preparation.

Pyridinylimidazoles as GSK3β Inhibitors: The Impact of Tautomerism on Compound Activity via Water Networks

Glycogen synthase kinase-3β (GSK3β) is involved in many pathological conditions and represents an attractive drug target. We previously reported dual GSK3β/p38α mitogen-activated protein kinase inhibitors and identified N-(4-(4-(4-fluorophenyl)-2-methyl-1

A Facile and Effective Procedure for Synthesis of Polyfunctionalized Bis (imidazolyl) Pyrrole/Imidazolyl Indole from Pyrrole/Indole with Arylglyoxals and N-aryl amidines

Heterocyclic systems containing bis (imidazolyl) pyrrole or imidazolyl indole moieties were synthesized by heterocyclization of pyrrole or indole with arylglyoxal monohydrates and N-aryl amidines in ethanol catalyzed by FeCl3 at room temperature. The paper reports a facile, efficient, and environmentally friendly protocol for the synthesis of new products. Products were isolated by simple filtration, and their structures were established from their spectroscopic data.

One-pot three-component synthesis of a series of 4-aroyl-1,6-diaryl-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carbonitriles in the presence of aluminum oxide as a nanocatalyst

[Figure not available: see fulltext.] One-pot three-component reaction of arylglyoxals, 3-aryl-3-oxopropanenitriles, and 5-amino-1-aryl-3-methylpyrazoles using various solvent systems and different catalysts under reflux conditions afforded the corresponding 4-aroyl-1,6-diaryl-3-methyl-1H-pyrazolo[3,4-b]- pyridine-5-carbonitrile derivatives. The best yields (70–91%) were obtained using Al2O3 as a nanocatalyst in H2O–EtOH, 1:1, under reflux conditions. The simplicity of workup procedure, the novelty of pyrazolopyridines, green solvent system, easy preparation of a nanocatalyst, and good to excellent yields of the products are the advantages of this synthetic strategy. The structures of all products were confirmed by FT-IR, 1H and13C NMR, and mass spectral data.

Gabapentin-base synthesis and theoretical studies of biologically active compounds: N-cyclohexyl-3-oxo-2-(3-oxo-2-azaspiro[4.5] decan-2-yl)-3-arylpropanamides and N-(tert-butyl)-2-(3-oxo-2-azaspiro[4.5]decan-2-yl)-2-arylacetamide derivatives

An intermolecular Ugi reaction of 2-(1-(aminomethyl)cyclohexyl)acetic acid (gabapentin) with glyoxal and cyclohexyl isocyanide or aromatic aldehyde and tertbutyl isocyanide under mild conditions in ethanol have been developed to produce two novel class of N-cyclohexyl-3-(aryl)-3-oxo-2-(3-oxo-2-azaspiro[4.5]decan-2-yl)propanamideins and N-(tert-butyl)-2-(3-oxo-2-azaspiro[4.5]decan-2-yl)-2-arylacetamide derivatives in good to excellent yields. This presents the first report for the intermolecular Ugi three component reaction of gabapentin, glyoxal, and an isocyanide. Also according to the theoretical studies the electron-donating groups increase the strength of intramolecular hydrogen bond and electron-withdrawing groups decrease the strength of intramolecular hydrogen bond.

One-pot, Three-component Synthesis of a New Series of 2-Amino-4-aroyl-5-oxo-5,6-dihydro-2H-pyrano[3,2-c]quinoline-3-carbonitrile in the Presence of SBA-15 as a Nanocatalyst

One-pot, three-component reaction of arylglyoxals, malononitrile and 4-hydroxyquinolin-2(1H)-one in the presence of SBA-15 as a nanocatalyst and using green solvent systems under various temperatures afforded the 2-amino-4-aroyl-5-oxo-5,6-dihydro-2H-pyrano[3,2-c]quinoline-3-carbonitrile derivatives. The best yield (70-96%) were obtained using 20% mol of SBA-15 as a nanocatalyst in H2O/EtOH (1:1) at 80 °C. The simplicity of work up procedure, using green solvent system, and good to excellent yields of products are the main advantages of this synthetic strategy.