- Improved preparation of 3,3′,4,4′-tetramethyldiphenylethane by self coupling reaciton in aqueous media
-
In this article, 3,3′,4,4′-tetramethyldiphenylethane was obtained in 86.5% total yield by self coupling reaction of 3,4-dimethylbenzyl chloride catalyzed by Cu/Cu/2/Cl/2//PEG-600 and promoted by iron in aqueous media and the starting
- Hu, Yu-Lin,Lu, Ming,Liu, Qi-Fa,Ge, Qiang
-
-
Read Online
- A highly efficient synthetic method for the preparation of 3,4-dimethylbenzaldehyde from o-xylene in aqueous media
-
In this study, 3,4-dimethylbenzaldehyde was obtained in 82.3% total yield by oxidation of 3,4-dimethylbenzyl chloride with NaNO3/AcOH catalyzed by PEG-600 in aqueous media. The starting material 3,4-dimethylbenzyl chloride was prepared by chloromethylation of o-xylene in CTAB micellar catalytic system. Compared with other synthetic methods, this method not only enhanced the yield, but also afforded an efficient work-up procedure. The structures of the products were confirmed by Elemental analysis,1H NMR and 13C NMR or compared with authentic samples.
- Hu,Lu,Liu,Wei,Liu
-
-
Read Online
- Mechanism of solvolysis of substituted benzyl chlorides in aqueous ethanol
-
The mechanism of solvolyses of activated ortho-, meta- and para-substituted benzyl chlorides in aqueous ethanol has been studied by using the Hammett-Brown and Yukawa-Tsuno treatments as well as by correlating logarithms of solvolysis rate constants with relative stabilities of corresponding benzyl carbocations in water calculated at the IEFPCM-M06–2X/6-311+G(3df,3pd) level of theory. Benzyl chlorides containing strong conjugative electron-donors in the para-position solvolyze by the SN1 mechanism, whereas other activated benzyl chlorides solvolyze by the SN2 mechanism via loose transition states.
- Denegri, Bernard,Mati?, Mirela,Va?ko, Monika
-
supporting information
(2021/11/22)
-
- An experimental and theoretical study on imidazolium-based ionic liquid promoted chloromethylation of aromatic hydrocarbons
-
The chloromethylation of aromatic hydrocarbons proceeded efficiently using the reusable imidazolium-based ionic liquid as promoter. Mild reaction conditions, enhanced rates, improved yields, recyclability of ionic liquids, and reagents' reactivity which is different from that in conventional organic solvents are the remarkable features observed in ionic liquids. The ionic liquids were recycled in three subsequent runs with no decrease in activity. In addition, the results of calculations with the Gaussian 98 suite of program are in good accordance with the experimental outcomes.
- Wang, Yun,Xi, Yanli
-
p. 2196 - 2199
(2014/03/21)
-
- BENZODIAZEPINONE COMPOUNDS AND METHODS OF TREATMENT USING SAME
-
The invention provides 1,4-benzodiazepinone compounds, pharmaceutical compositions, and methods of treating autoimmune disorders, chronic inflammatory disorders, and hyperproliferative disorders. For example, the 1,4-benzodiazepinone compounds and pharmaceutical compositions are contemplated to be useful for treating rheumatoid arthritis, graft-versus-host disease, inflammatory bowel disease, and the like.
- -
-
Page/Page column 65
(2011/04/19)
-
- An inexpensive and convenient procedure for chloromethylation of aromatic hydrocarbons by phase transfer catalysis in aqueous media
-
Reaction of aromatic hydrocarbons catalyzed by a novel catalytic system consisting of zinc chloride, acetic acid, sulfuric acid and PEG-800 in aqueous media under PTC conditions results in chloromethylation in good to excellent yield.
- Hu, Yu Lin,Lu, Ming,Ge, Qiang,Wang, Peng Cheng,Zhang, Sheng Bin,Lu, Ting Ting
-
experimental part
p. 97 - 102
(2010/08/05)
-
- BENZODIAZEPINONE COMPOUNDS USEFUL IN THE TREATMENT OF SKIN CONDITIONS
-
The present invention provides a family of benzodiazepinone compounds and pharmaceutical compositions thereof. The present invention also provides methods of treating certain skin conditions, e.g., atopic dermatitis, rosacea, or psoriasis, by administering a benzodiazepinone and methods of reducing the proliferation of keratinocyte cells by exposing such cells to a benzodiazepinone.
- -
-
Page/Page column 17
(2009/05/28)
-
- Identification of alkylarene chloromethylation products using gas-chromatographic retention indices
-
Gas-chromatographic retention indices on standard nonpolar polydimethylsiloxane stationary phases allow identification of products formed by known organic reactions even without using mass-spectrometric data. The efficiency of this approach was demonstrated by the example of identification of previously uncharacterized chloromethyl derivatives of alkylarenes, including structural isomers of compounds containing several chloromethyl groups, directly in reaction mixtures. Chromatographic analysis of such reaction mixtures allows identification of positional isomers of the starting alkylarenes even when they are present simultaneously. The retention indices were determined for the first time for more than 50 alkyl-(chloromethyl)arenes, by-products of chloromethylation, and chloromethyl derivatives of the simplest alkyl phenyl ketones. Nauka/Interperiodica 2007.
- Zenkevich,Makarov
-
p. 611 - 619
(2008/03/18)
-
- [emim]BF4-promoted chloromethylation of aromatic hydrocarbons
-
The chloromethylation of aromatic hydrocarbons proceeded efficiently using the reusable ionic liquid [emim]BF4 as promoter. The reactions were completed in 5 h at 70°C with good yields and easy workup. Copyright Taylor & Francis Group, LLC.
- Wang, Yun,Shang, Zhi-Cai,Wu, Tian-Xing
-
p. 3053 - 3059
(2007/10/03)
-
- Interpretation of retention indices in gas chromatography for establishing structures of isomeric products of alkylarenes radical chlorination
-
By an example of previously uncharacterized products obtained by alkylarenes radical chlorination was demonstrated that combination of various interpretation methods applied to the retention indices (RI) in the gas chromatography on the standard nonpolar phases (comparison of RI of products and initial compounds, characteristics of succession of the chromatographic elution of the structural isomers with the use of estimation of molecular dynamic parameters, application of the additive schemes to RI calculation, and using of structural analogy CH3?Cl for testing the results obtained) permitted unambiguous identification of the structure even without data of mass spectrometry.
- Zenkevich
-
p. 270 - 280
(2007/10/03)
-
- Aromatic Spiranes XX [1]: Syntheses of Dimethylsubstituted 2-Carboxymethyl-indan-1-ones and Benzylchlorides as Synthones for Syntheses of di- to tetramethylsubstituted Spirobiindandiones
-
The isomeric dimethyl methylbenzoates 5, obtained from the bromides via Grignard reactions with dimethylcarbonate, were reduced with LiAlH4 to the hydroxymethyl derivatives 6. The latter were then transformed both to the benzylchlorides 7 (with SOCl2) and to the aldehydes 8 (with pyridinium chlorochromate). Knoevenagel-Doebner reaction of 8 afforded the acrylic acids 9 which (after hydrogenation to 11) were cyclized to the desired indanones 12 with polyphosphoric acid. On the other hand, 12c and 12e were prepared from dimethyl 3-chloropropiophenone (14) by warming with sulfuric acid. After NaH-catalyzed reaction with dimethylcarbonate, the indanones 12 gave the ketoesters 15 which then could be hydrogenated to the indanes 16. All reactions proceeded with satisfactory to excellent yields (60-90%).
- Neudeck
-
p. 185 - 200
(2007/10/03)
-
- NMR studies of bond order in distorted aromatic systems
-
The 4JH-C=C-Me coupling constant has been previously established1,2 as a probe of bond order. This has now been used to examine the bond orders of compounds containing severely distorted benzene nuclei. In the case of 3,4-di-tert-butyltoluene, no electronic distortions in the aromatic ring can be detected by this method. A series of moderately to severely distorted paracyclophanes show no perturbation of electronic structure, with the possible exception of 8-methyl[6]paracyclophane, which exhibits a barely significant deviation from unstrained values. These conclusions are supported by the results of SCF-MO calculations.
- Gready, Jill E.,Hambley, Trevor W.,Kakiuchi, Kiyomi,Kobiro, Kazuya,Sternhell, Sever,Tansey, Charles W.,Tobe, Yoshito
-
p. 7537 - 7540
(2007/10/02)
-
- Synthesis and antirhinovirus activity of 6-(dimethylamino)-2-(trifluoromethyl)-9-(substituted benzyl)-9H-purines
-
A series of 6-(dimethylamino)-2-(trifluoromethyl)-9-(substituted benzyl)purines was synthesized and tested for antirhinovirus activity. Most of the compounds were synthesized by alkylation of 6-chloro-2-(trifluoromethyl)-9H-purine with the appropriate benzyl halide followed by displacement of the chloro group with dimethylamine. Alternatively, 6-(dimethylamino)-2-(trifluoromethyl)purine was alkylated with the appropriate benzyl halide. Although several different aryl substituents provided compounds with IC50's = 0.03 μM against rhinovirus serotype 1B, no congener was significantly more active than the parent 2. Twenty-three compounds were tested against 18 other serotypes, but none exhibited a uniform profile of activity.
- Kelley,Linn,Selway
-
p. 1757 - 1763
(2007/10/02)
-
- ALKALOIDS OF Nitraria schoberi. STRUCTURE OF NITRARAINE
-
The dehydration of nitraraine leads to the formation of 1-(2',6'-dimethylbenzyl)-β-carboline, together with other products.Several isomeric 1-(dimethylbenzyl)-β-carbolines have been synthesized for comparison.The products of acylation, hydrogenation, and oxidation of the alkaloid nitraraine have been studied.The results obtained have shown its structure as (+/-)-16-hydroxymethylyohimb-16-ene.
- Ibragimov, A. A.,Yunusov, S. Yu.
-
p. 502 - 509
(2007/10/02)
-
- Process for the preparation of substituted vinylbenzyl chloride
-
An improved continous single step vapor phase process for the preparation of substituted vinylbenzyl chloride from substituted ethyltoluene is disclosed. In this process a substituted ethyltoluene is reacted with a halogen gas in the vapor phase, at elevated temperatures via a continuous feed process. Furthermore, this process achieves halogenation followed by dehydrohalogenation in a single pass through the reactor. There is also obtained a very high total selectivity to vinylbenzyl chloride and its precursors via this continuous process.
- -
-
-