16208-14-3

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Methylphenylglyoxal hydrate is used as a key intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs and therapeutic agents.
Used in Organic Chemistry:
As a reagent in organic chemistry, 4-Methylphenylglyoxal hydrate is employed in reactions that lead to the formation of heterocyclic compounds, which are essential in the creation of complex organic molecules and have applications in various chemical and pharmaceutical industries.
Used in Material Development:
4-Methylphenylglyoxal hydrate has potential applications in the development of new materials, where its unique chemical properties can be leveraged to create innovative substances with specific characteristics for various industrial uses.
Used in Chemical Research:
In the realm of chemical research, 4-Methylphenylglyoxal hydrate serves as a valuable compound for exploring new reaction pathways, understanding molecular interactions, and advancing the frontiers of chemical knowledge.

InChI:InChI=1/C9H8O2/c1-7-2-4-8(5-3-7)9(11)6-10/h2-6H,1H3

Upstream product

• 17628-76-1 p-tolylglyoxalmonoxime 
• 1075-47-4 4-methylphenylglyoxal 
• 122-00-9 para-methylacetophenone 

Downstream Products

• 17628-76-1 p-tolylglyoxalmonoxime 
• 118933-63-4 3,3,6,6-tetramethyl-9-(4-methylbenzoyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione 
• 1153714-85-2 ethyl (2R,3S)-1-(4-methoxyphenyl)-3-(4-methylbenzoyl)aziridine-2-carboxylate 
• 1289423-41-1 (S)-(-)-2-hydroxy-3-nitro-2-p-tolylpropanal 
• 1201806-21-4 3,3'-(2-(4-methylphenyl)-2-oxoethane-1,1-diyl)-bis(1-phenyl-9H-thieno[3,4-b]chromen-9-one) 
• 1353896-89-5 1-(4-chlorophenyl)-7-(1-(4-chlorophenyl)-4-hydroxy-2-p-tolyl-1H-indol-3-yl)-6,7-dihydro-2-p-tolyl-1H-indol-4(5H)-one 
• 1355029-37-6 7,8-dichloro-11-(4-tolylcarbonyl)-3,3-dimethyl-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one 
• 1355029-34-3 11-(4-tolylcarbonyl)-3,3-dimethyl-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one 
• 1355029-40-1 11-(4-tolylcarbonyl)-3,3,7,8-tetramethyl-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one 
• 1370418-37-3 (E)-2-((4-methoxyphenyl)imino)-1-(p-tolyl)ethanone 
• 1393726-02-7 7-(4-chlorophenylamino)-1-(4-bromophenyl)-6,7-dihydro-6,6-dimethyl-2-p-tolyl-1H-indol-4(5H)-one 
• 1393726-03-8 7-(4-bromophenylamino)-1-(4-chlorophenyl)-6,7-dihydro-6,6-dimethyl-2-p-tolyl-1H-indol-4(5H)-one 
• 1393726-04-9 7-(4-nitrophenylamino)-1-(4-chlorophenyl)-6,7-dihydro-6,6-dimethyl-2-p-tolyl-1H-indol-4(5H)-one 
• 1393726-06-1 7-(4-bromophenylamino)-6,7-dihydro-6,6-dimethyl-1-phenyl-2-p-tolyl-1H-indol-4(5H)-one 

Relevant academic research and scientific papers

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.

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.

Synthesis of 4-Hydroxy-3-(2-arylimidazo[1,2-a]pyridin-3-yl)quinolin-2(1H)-ones in the Presence of DABCO as an Efficient Organocatalyst

The one-pot, three-component, synthesis of a new series of 4-hydroxy-3-(2-arylimidazo[1,2-a]pyridin-3-yl)quinolin-2(1H)-ones in the presence of DABCO as a catalyst has been achieved using aryl glyoxal monohydrates, quinoline-2,4(1H,3H)-dione, and 2-aminopyridine in H2O/EtOH under reflux conditions. The cheapness of organocatalyst, simple workup, operational simplicity, regioselectivity, and high yields are some advantages of this protocol.

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 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.

A new synthesis of pyrrolo[3,2-d]pyrimidine derivatives by a one-pot, three-component reaction in the presence of L-proline as an organocatalyst

A one-pot, three-component reaction of 4-hydroxycoumarin, arylglyoxals, and 6-aminouracil or 1,3-dimethyl-6-aminouracil in the presence of L-proline as an organocatalyst in acetic acid under reflux conditions provided a series of new pyrrolo[3,2-d]pyrimidine derivatives in good yields.

A Green, Organometallic Catalyzed Synthesis of a Series of Novel Functionalized 4-Aroyl-4H-benzo[g]chromenes through One-pot, Three Component Reaction

A new series of 4-aroyl-4H-benzo[g]chromene derivatives have been synthesized through an efficient, straightforward, and environmentally acceptable one-pot, three component reaction of malononitrile, different arylglyoxals, and 2-hydroxy-1,4-naphtoquinone (lawsone) in short reaction times and high to excellent yields. The zinc complex of amino acid L-proline, that is, Zn[L-proline]2 has been prepared and used as highly active, recyclable, noncorrosive, and water soluble Lewis acid catalyst for this transformation.

Synthesis of new indolylpyrrole derivatives via a four-component domino reaction between arylglyoxals, acetylacetone, indole and aliphatic amines in aqueous media

A novel synthesis of indolylpyrrole derivatives is described by a four-component domino reaction between arylglyoxals, acetylacetone, indole and aliphatic amines in water as solvent at 60 °C without using any catalyst or promoter. The FT-IR, 1H NMR, 13C NMR spectral and elemental analysis confirm the structures of the products.

Regioselective N-1 and C-2 diacylation of 3-substituted indoles with arylglyoxal hydrates for the synthesis of indolyl diketones

A highly regioselective N-1 and C-2 diacylation of 3-substituted indoles with arylglyoxal hydrates to afford N-1 and C-2 indolyl diketones in moderate to good yields is described. Notably, the control of regioselectivity is achieved by small changes in the Cu catalyst, additive and solvent. Importantly, the intermediates for N-1 and C-2 diacylation were detected and two plausible pathways were also proposed.