56290-54-1

Usage

Uses

Used in Pharmaceutical Industry:
1-O-TOLYL-BUTANE-1,3-DIONE is used as a building block in the synthesis of heterocyclic compounds, which are important in the development of pharmaceutical products.
Used in Chemical Production:
1-O-TOLYL-BUTANE-1,3-DIONE is used in the production of dyes, pigments, and other specialty chemicals, contributing to the diversity of products in the chemical industry.
It is important to handle 1-O-TOLYL-BUTANE-1,3-DIONE with care due to its potential hazards if not properly managed.

InChI:InChI=1/C11H12O2/c1-8-5-3-4-6-10(8)11(13)7-9(2)12/h3-6H,7H2,1-2H3

Upstream product

• 141-78-6 ethyl acetate 
• 577-16-2 2-Methylacetophenone 
• 79-20-9 acetic acid methyl ester 
• 118-93-4 o-hydroxyacetophenone 
• 95-46-5 2-methylphenyl bromide 
• 5955-73-7 2-methylbenzoyl cyanide 
• 67-64-1 acetone 

Downstream Products

• 123633-05-6 4-Bromo-1-o-tolyl-butane-1,3-dione 
• 117184-77-7 2-(2-Methyl-[1,3]dithiolan-2-yl)-1-o-tolyl-ethanone 
• 124453-67-4 (3-Methyl-4H-benzo[1,4]thiazin-2-yl)-o-tolyl-methanone 
• 123633-03-4 2-Bromo-1-o-tolyl-butane-1,3-dione 
• 1228180-62-8 3,4-bis(2-methylbenzoyl)hexane-2,5-dione 
• 1210039-87-4 5-chloro-3-methyl-2-[2'-methylbenzoyl]-8-trifluoromethyl-4H-1,4-benzothiazine 
• 5751-48-4 2-methylchromone 
• 1189122-43-7 (Z)-N-(4-oxo-4-(o-tolyl)but-2-en-2-yl)acetamide 
• 116971-61-0 2,2-dimethyl-1-(o-methylphenyl)butane-1,3-dione 
• 1733-52-4 1-(diphenylphosphinoyl)propan-2-one 

Relevant academic research and scientific papers

I2-Promoted [3+2] Cyclization of 1,3-Diketones with Potassium Thiocyanate: a Route to Thiazol-2(3H)-One Derivatives

An I2-promoted strategy has been developed for the synthesis of thiazol-2(3H)-one derivatives from 1,3-diketones with potassium thiocyanate. This [3+2] cyclization reaction involves C?S and C?N bond formation and exhibits good functional group tolerance. A series of thiazol-2(3H)-one derivatives are obtained in moderate to good yields. (Figure presented.).

Discovery of pyrazole N-aryl sulfonate: A novel and highly potent cyclooxygenase-2 (COX-2) selective inhibitors

Based on a new pyrazole sulfonate synthetic method, a novel class of molecules with a basic structure of pyrazole N-aryl sulfonate have been designed and synthesized. The interest in conducting intensive research stems from quite evident anti-inflammatory effects exhibited by the compounds in preliminary animal experiments. A series of compounds were synthesized by different substitutions of the R1, R2, and R3 groups. Within the series, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and phenyl 5-methyl-3-(4-(trifluoromethyl) phenyl)-1H-pyrazole-1-sulfonate exhibited excellent anti-inflammatory activity (% inhibition of auricular edemas = 27.0 and 35.9, respectively); the in vivo analgesic activity of phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate was confirmed to be effective (inhibition ratio of writhing = 50.7% and 48.5% separately), and compounds phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate were identified as selective COX-2 inhibitors (SI = 455, 10,497 and >189 severally). In Acute Oral Toxicity assays conducted in vivo, the lethal dose 50 (LD50) of 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate to mice was >2000 mg/kg BW.

Direct synthesis of 2,3,5-trisubstituted pyrroles: via copper-mediated one-pot multicomponent reaction

We have developed a copper-mediated one-pot synthesis of 2,3,5-trisubstituted pyrroles from 1,3-dicarbonyl compounds and acrylates using ammonium acetate as a nitrogen source. The reaction achieves C-C and C-N bond formation and provides an efficient approach to access highly functionalized pyrroles without further raw material preparation. This method is operationally simple, compatible with a wide range of functional groups, and provides the target products in moderate to good yields. This journal is

Pyrazole compound containing N-aryl sulfonate and synthesis and application thereof

The invention discloses a pyrazole compound containing N-aryl sulfonate. A structural formula of the pyrazole compound is shown in the description. Proofed by pharmacological study, the pyrazole compound has the advantages that the activity of cyclooxygenase 2 is inhibited; the high-efficiency inhibition function on the generation of cyclooxygenase 2 due to inflammation mediums is realized, so that the pyrazole compound can be used as an active matter, and the prepared anti-inflammation medicine can be used for treating the inflammations, such as rheumatic arthritis and rheumatalgia, and the diseases and symptoms, such as fevers.

Preparation method and application of visual long-wave Hg fluorescent probe based on benzopyran

The invention discloses a preparation method and an application of a visual long-wave Hg fluorescent probe based on benzopyran. The prepared benzopyran derivative fluorescent probe takes dicyanomethylene-4H-benzopyran as a fluorophore, an azathiacrown ether unit serves as a main identification portion of metal ions, the visual long-wave Hg fluorescent probe usable for detecting Hg is synthesized, has remarkable large Stokes shift (120nm) and rapidly respond to mercury ions. In addition, after Hg is added, the color of probe solution is turned into yellow from bright rose red, and the probe can be used as a naked-eye visual probe. The design thinking can provide great help for development and identification of color matching of other target analytes and near-infrared fluorescent probes, and has an excellent application prospect.

Direct route to 1,3-diketones by palladium-catalyzed carbonylative coupling of aryl halides with acetylacetone

Man up your magnesium! By employing a MgCl2/Et3N system, aryl diketones can be generated from the Pd-catalyzed carbonylative α-arylation of acetylacetone with aryl bromides (see scheme). The method is ideal for the introduction of carbon isotopes into more complex structures, since only stoichiometric amounts of carbon monoxide are employed. Copyright

Enantioselective synthesis of optically pure β-amino ketones and γ-aryl amines by Rh-catalyzed asymmetric hydrogenation

A series of optically pure β-amino ketones have been synthesized in high enantioselectivities (ee > 99%) by Rh-DuanPhos-catalyzed asymmetric hydrogenation of readily prepared β-keto enamides. Further reduction of these β-amino ketones with hydrogen and Pd/C leads to the formation of a variety of protected enantiomerically pure γ-aryl amines (ee > 99%), which are key building blocks in many bioactive molecules.

1,4-Addition of Bis(iodozincio)methane to α,β-Unsaturated ketones: Chemical and theoretical/computational studies

1,4-Addition of bis(iodozincio)methane to simple α,β-unsaturated ketones does not proceed well; the reaction is slightly endothermic according to DFT calculations. In the presence of chlorotrimethylsilane, the reaction proceeded efficiently to afford a silyl enol ether of β-zinciomethyl ketone. The CZn bond of the silyl enol ether could be used in a cross-coupling reaction to form another C-C bond in a one-pot reaction. In contrast, 1,4-addition of the dizinc reagent to enones carrying an acyloxy group proceeded very efficiently without any additive. In this case, the product was a 1,3-diketone, which was generated in a novel tandem reaction. A theoretical/computational study indicates that the whole reaction pathway is exothermic, and that two zinc atoms of bis(iodozincio)methane accelerate each step cooperatively as effective Lewis acids.

Intramolecular hydrogen bonding allows simple enaminones to structurally mimic the i, i + 4, and i + 7 residues of an α-helix

An intramolecularly hydrogen bonded enaminone scaffold was designed and synthesized in order to mimic the i, i + 4, and i + 7 residues of an α-helix. The resonance stabilized vinylogous amide group serves as an aromatic ring isostere and allows the positi