91193-23-6

Upstream product

• 140-90-9 sodium O-ethyl dithiocarbonate 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 140-89-6 potassium ethyl xanthogenate 

Downstream Products

• 88559-24-4 5-(4-chloro-benzoyl)-4-methylthio-1,3-dithiole-2-thione 
• 65117-64-8 2-carbethoxy-5-(4-chlorophenyl)pyrrole 
• 608139-02-2 (rac)-4-(4-chlorophenyl)-1-[(ethoxycarbonothioyl)sulfanyl]-4-oxobutyl pivalate 
• 917105-55-6 dithiocarbonic acid [1-{[tert-butoxycarbonyl-(6-chloro-pyridin-2-yl)-amino]-methyl}-4-(4-chloro-phenyl)-4-oxo-butyl] ester ethyl ester 
• 1101207-04-8 6-chloro-4-((propan-2-ylideneaminooxy)methyl)-3,4-dihydronaphthalen-1(2H)-one 
• 1101207-03-7 S-5-(4-chlorophenyl)-5-oxo-1-(propan-2-ylideneaminooxy)pentan-2-yl O-ethyl carbonodithioate 
• 35204-91-2 1-(4-chlorophenyl)pent-4-en-1-one 
• 1040738-20-2 C₂₃H₂₇ClFNO₃S₂ 
• 117078-19-0 γ,γ-dimethylallyl ethyl sulfone 
• 1309875-72-6 S-(5-(4-chlorophenyl)-5-oxo-1-phenylpentan-2-yl) O-ethylcarbonodithioate 

Relevant academic research and scientific papers

Electrochemical reactivity of S-phenacyl-O-ethyl-xanthates in hydroalcoholic (MeOH/H2O 4:1) and anhydrous acetonitrile media

The electrochemical behavior of a series of S-phenacyl-O-ethyl-xanthates (O-ethyl-dithiocarbonate acetophenone derivatives) in hydroalcoholic (MeOH/H2O 4:1) and anhydrous media (ACN/TBAPF6) using carbon electrodes was studied. Cyclic voltammetry showed in hydroalcoholic media only two cathodic waves, whereas in ACN one anodic and two cathodic waves were present. The first cathodic wave corresponded to the reduction of the phenylketone group, whereas the first anodic was attributed to the xanthate unit. Macroelectrolysis on graphite and vitreous carbon at anodic and cathodic potentials, let us to explore the synthetic potential of this electrochemical reactions. With some compounds in hydroalcoholic media and using carbon electrodes, polymeric material was deposited on the electrode impeding the reaction; this deposit was characterized by AFM and SEM-EDS. The electroreduction on Ti electrode overcome this problem and gave the corresponding acetophenones (>95%). On the other hand, in ACN, small quantities of the dimeric 1,4-dicarbonyl compounds X-PhCOCH2CH2COPh-X (7–15%), as well as the corresponding acetophenones (ca. 50%) were isolated. Oxidation macroelectrolysis showed a very complicated transformation without synthetic value. The reaction mechanism for the reduction and the homolytic dissociation into the phenacyl radical was supported by DFT calculations.

Efficient Synthesis of N-Benzyloxycarbonyl-2-aminoalkanesulfonyl Chlorides with Functionalized Side Chains

N-Benzyloxycarbonyl (Cbz)-protected 2-aminoalkanesulfonyl chlorides are useful building blocks for the synthesis of sulfonopeptides, which are receptor ligands and enzyme inhibitors, and are prepared by the coupling reaction of N-protected aminoalkanesulfonyl chlorides with amino acid or peptide esters. Various N-Cbz-protected 2-aminoalkanesulfonyl chlorides with functionalized side chains were synthesized through the radical addition of different xanthates to benzyl N-allylcarbamate and subsequent oxidative chlorination with tert-butyl hypochlorite under neutral conditions. A mechanism for the oxidative chlorination is proposed. This is a useful and convenient strategy for the synthesis of N-Cbz-protected 2-aminoalkanesulfonyl chlorides with diverse functionalized side-chains.

Flexible routes to thiophenes

Three convergent routes to thiophenes are described, hinging on the radical addition of α-xanthyl ketones to ethyl vinyl sulfide or to vinyl pivalate. The latter route ultimately proved to be the most versatile and efficient (61-94%).

A convergent approach to polycyclic aromatic hydrocarbons

A new concise route to Polycyclic Aromatic Hydrocarbons (PAHs) through radical addition and cyclisation of xanthates is described. The Royal Society of Chemistry 2011.

Method of preparing benzazepines and derivatives thereof

The invention relates to a method of preparing benzazepine compounds having general formula (IA) consisting in reacting at least one compound having general formula (IIA) with an olefin, the compound thus obtained then being cyclised such as to produce tetralone, followed by the oxime derivative of same, which, by transformation by a Beckmann rearrangement, gives rise to the desired compounds.

SYNTEZY ZWIAZKOW O POTENCJALNYM DZIALANIU RADIOUCZULAJACYM. VIII. SYNTEZY ALKILOKSANTOGENIANOW 4-CHLORO- I 4-BROMOFENACYLOWYCH

In the frame-work of search for new potential radiosensitizers a series of novel 4-chloro- and 4-bromophenacyl alkylxanthates were synthetized by reacting 4-chloro- and 4-bromophenacyl bromide with potassium alkylxanthates, in which allyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, heksyl, heptyl, octyl, isooctyl, decyl, 3-tetrahydrofurfuryl, benzyl, phenylethyl and phenylpropyl constituted the alkyl group.