73193-05-2

Upstream product

• 63031-68-5 2-(trimethylsilyl)-3-methylcyclohexene 
• 70871-39-5 6-Methyl-1-methylsulfanyl-cyclohexene 
• 583-60-8 2-Methylcyclohexanone 
• 128-09-6 N-chloro-succinimide 
• 98-59-9 p-toluenesulfonyl chloride 
• 19980-33-7 6-methyl-1-trimethylsiloxycyclohex-1-ene 

Downstream Products

• 131591-93-0 methyl-(3-methyl-2-oxo-cyclohexyl)-malonic acid diethyl ester 
• 128126-33-0 1,2-di(propylthio)-3-methyl-1-cyclohexene 
• 128101-81-5 1,2-di(butylthio)-3-methyl-1-cyclohexene 
• 128126-32-9 1,2-di(ethylthio)-3-methyl-1-cyclohexene 
• 99181-55-2 2-(3-methyl-2-oxocyclohexyl)propionic acid 
• 84459-46-1 1-Methyl-6-phenylcyclohexan-1-one 

Relevant academic research and scientific papers

Efficient α-chlorination of carbonyl containing compounds under basic conditions using methyl chlorosulfate

An efficient method for the α-chlorination of ketones under basic conditions is described using methyl chlorosulfate. Its applicability for the chlorination of other functional groups has also been studied and it is equally useful for the synthesis of α-chloroesters and amides. Methyl chlorosulfate is described for the first time as a positive chlorine source. Some aldol reactions which occur during the chlorination of some substrates are also reported.

Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)

An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the ?-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested. CSIRO 2007.

Rapid and catalyst-free α-halogenation of ketones using N-halosuccinamides in DMSO

α-Halogenation of various carbonyl compounds such as β-keto-esters, cyclic ketones, and lactams with N-halosuccinamides (NBS, NCS, NIS) in the presence of DMSO proceeded very smoothly to give the corresponding α-monohalogenated products in good to excellent yields with high selectivity under catalyst-free conditions. Copyright Taylor & Francis Group, LLC.

A green approach for efficient α-halogenation of β-dicarbonyl compounds and cyclic ketones using N-halosuccinimides in ionic liquids

Room temperature ionic liquids (ILs) are used as a green recyclable reaction media for the α-monohalogenation of 1,3-diketones, β-keto-esters and cyclic ketones with N-halosuccinimides in excellent yields in the absence of a catalyst. The recovered ionic liquid was reused five to six times with consistent activity.

Amberlyst-15-promoted efficient 2-halogenation of 1,3-keto-esters and cyclic ketones using N-halosuccinimides

A simple and rapid process has been developed for the α- monohalogenation of 1,3-keto-esters with N-halosuccinimides catalyzed by Amberlyst-15 at room temperature to produce the corresponding 2-halo 1,3-keto-esters in high yields. This protocol also extended to α-halogenation of cyclic ketones.

GUANIDINE DERIVATIVES AND USE THEREOF AS NEUROPEPTIDE FF RECEPTOR ANTAGONISTS

The invention relates to guanidine derivatives of formula (I) where: A = a chain of 3-c6 carbon atoms, one of which can be replaced by -N(R')- or -O- and R' = H or a substituent, where the ring skeleton only contains both double bonds of the thiazole component, the pharmaceutically-acceptable acid addition salts of basic compounds of formula (I), the pharmaceutically-acceptable salts of compounds of formula (I),, comprising acid groups, with bases, the pharmaceutically-acceptable esters of hydroxy or carboxyl group containing compounds of formula (I) and the solvates or hydrates thereof, which are partly known and partly novel and exhibit a neuropeptide FF receptor antagonist effect. The above are suitable for the treatment of pain and hyperalgesia, withdrawal symptoms in alcohol, psychotropic and nicotine dependencies, for improvement or cure of said dependencies, for regulation of insulin excretion, food intake, memory functions, blood pressure, electrolyte and energy management and for treatment of urinary incontinence. The above can be produced using generally used methods and processed to give medicaments.

Acid-induced transannular cyclization of 2-methyl- and 10-methyl-5-cyclodecenone

2-Methyl- and 10-methyl-5-cyclodecenone were made by anionic oxy-Cope rearrangement of the corresponding 1,2-divinylcyclohexanols, and their transannular cyclizations were induced using trifluoroacetic acid. In each case, a single diastereomer of a trans fused bicyclo[4.4.0]decan-1-ol with an equatorial methyl group was isolated. The methyl substituent at C2 or C10 of the 5-cyclodecenone did not alter the regio- and stereochemistry previously observed for the parent ring system, (E)-5-cyclodecenone. The relative stereochemistry of the products was determined spectroscopically from J-value analysis and NOE.

α-chlorination of ketones using p-toluenesulfonyl chloride

Treatment of a variety of ketones with lithium diisopropylamide followed by p-toluenesulfonyl chloride gives α-chloroketones in good yields. In addition, a polymer bound tosyl chloride reagent has also been shown to effect this transformation.

α-chlorination of ketones with sodium chlorite, Mn(acac)3, and alumina in dichloromethane

Chlorination of a variety of aliphatic, alicyclic, and aromatic ketones with a reagent combination of NaC1O2 and Mn(acac)3 catalyst can be readily performed in dichloromethane to afford α-chloroketones in good yield under mild and neutral conditions with the aid of chromatographic neutral alumina.

A Convenient Halogenation Procedure for the Preparation of α-Halocarbonyl Compounds

Except for substituted acetophenones (p-Y-C6H4COCH3, Y=H, Br, CH3O), simple ketones, α-ketoesters and 1,3-diketones reacted smoothly with a preformed homogeneous mixture of hydrochloric acid and potassium permanganate in acetonitrile to give moderate to good yields of the corresponding α-chlorocarbonyl compounds.Mixtures of α-chloro- and α,α-dichlorocarbonyl compounds were obtained for substituted acetophenones.Brominations proceeded similarly with higher yields when the hydrochloric acid was replaced with hydrobromic acid. - Key words: α-chlorocarbonyl compounds; α-bromocarbonyl compounds; potassium permanganate; chlorination; bromination.