- Synthetic method of 1-(4-iodophenyl)-5-chlorinisobenzofuran
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The invention relates to a synthetic method of a compound, in particular to a synthetic method of 1-(4-iodophenyl)-5-chlorinisobenzofuran.By means of the method, the 1-(4-iodophenyl)-5-chlorinisobenzofuran is obtained through a series of reactions of oxidation, condensation and the like.The method is mild in reaction condition and high in yield.
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Paragraph 0007
(2016/10/27)
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- Aromatic substitution in ball mills: Formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX
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Aryl chlorides and bromides are formed from arenes in a ball mill using KHSO5 and NaX (X = Cl, Br) as oxidant and halogen source, respectively. Investigation of the reaction parameters identified operating frequency, milling time, and the number of milling balls as the main influencing variables, as these determine the amount of energy provided to the reaction system. Assessment of liquid-assisted grinding conditions revealed, that the addition of solvents has no advantageous effect in this special case. Preferably activated arenes are halogenated, whereby bromination afforded higher product yields than chlorination. Most often reactions are regio- and chemoselective, since p-substitution was preferred and concurring side-chain oxidation of alkylated arenes by KHSO5 was not observed. The Royal Society of Chemistry.
- Schmidt, Robert,Stolle, Achim,Ondruschka, Bernd
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p. 1673 - 1679
(2013/02/22)
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- Microwave assisted solid additive effects in simple dry chlorination reactions with n-chlorosuccinimide
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Solid additives participate in the dry microwave assisted chlorination reaction of N-chlorosuccinimide with the xylenes affecting both yields and chemoselectivities. Total yields can be increased up to nine times for simple alkylaromatics and chemoselectivities can be altered according to the desired ring or α-side chlorination product by choosing the appropriate additive. We believe that in these reactions the solid additives play a very important role by increasing yields and affecting chemoselectivities, as well as behaving as microwave energy absorbers that consequently aid the transfer of heat to the active reagents.
- Bucos, Madalina,Villalonga-Barber, Carolina,Micha-Screttas, Maria,Steele, Barry R.,Screttas, Constantinos G.,Heropoulos, Georgios A.
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experimental part
p. 2061 - 2065
(2010/04/26)
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- Regiospecific chlorination of xylenes using K-10 montmorrillonite clay
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Regiospecific chlorination of xylenes has been developed by employing NCS as a reagent and K-10 montmorrillonite clay as a solid support. Copyright Taylor & Francis Group, LLC.
- Thirumamagal,Narayanasamy, Sureshbabu,Venkatesan
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body text
p. 2820 - 2825
(2009/05/07)
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- Chlorination of aromatic substrates catalyzed by the phthalocyanine complexes
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The chlorination of benzene, toluene, and o-xylene with molecular chlorine in the presence of the phthalocyanine complexes of different structures was studied. The transformations of the catalysts during the reaction were investigated.
- Ivanov,Tsentalovich,Kogan,Tomilova,Zefirov
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experimental part
p. 1676 - 1679
(2011/04/23)
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- Grindstone chemistry: (Diacetoxyiodo)benzene-mediated oxidative nuclear halogenation of arenes using NaCl, NaBr or I2
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A technique of "Grindstone chemistry" is applied to the solvent-free halogenation of arenes with NaCl, NaBr or I2 using (diacetoxyiodo)benzene as the oxidant. Improved yields and higher purities of the products are observed compared with those from established methods.
- Karade,Tiwari,Huple,Siddiqui
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p. 366 - 368
(2007/10/03)
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- PROCESS FOR HALOGENATION OF BENZENE AND BENZENE DERIVATIVES
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In a process of halogenation of benzene or benzene derivatives, di-substituted halobenzene derivatives having para-aromatic compounds or tri-substituted halobenzene derivatives having 1,2,4-substituted aromatic compounds are selectively produced. In halogenation of benzene or benzene derivatives, a fluorine-containing zeolite catalyst such as L-type zeolite, or a zeolite catalyst having the crystal size of at most 100 nm is used. The reaction is preferably effected in the presence of a solvent, and the solvent is preferably a halogenated compound.
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Page/Page column 11; 12
(2008/06/13)
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- Catalyst composition and method for chlorinating aromatic compounds
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Aromatic compounds such as toluene and o-xylene are chlorinated in the presence of a catalyst combination prepared by combining (A) at least one salt comprising a metal selected from the group consisting of a Group 4-12 metal, a lanthanide and an actinide; and a counterion; and (B) at least one organic sulfur compound, preferably phenothiazine-N-carbonyl chloride. The catalyst combination may include reaction products of (A) and (B). Under these conditions, production of the p-chloro isomer is optimized. In some embodiments said counterion is an organic counterion derived from at least one acidic organic compound selected from the group consisting of those with an approximate pKa value relative to water of at least about 3.
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- Process for the nuclear chlorination of ortho-xylene
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A process for the chlorination of the nucleus of ortho-xylene comprises reaction of ortho-xylene and a chlorinating agent in the presence of a Friedel-Crafts catalyst and chlorine-substituted 2,8-dimethyl-phenoxathiine as a cocatalyst.
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Page column 4-5
(2008/06/13)
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- Process for the hydrodechlorination of nuclear chlorinated ortho-xylenes
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A process for the hydrodechlorination of nuclear-chlorinated o-xylene and recovery of o-xylene with the formation of HCl comprises hydrogenation of the nuclear-chlorinated o-xylene at a noble metal containing catalyst at 220-360 degrees C.
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- Versatility of Zeolites as Catalysts for Ring or Side-Chain Aromatic Chlorinations by Sulfuryl Chloride
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Zeolites catalyze chlorination of aromatics by sulfuryl chloride SO2Cl2.It is possible by an appropriate choice of the catalyst to effect at will, with very high selectivity, either the ring or the side-chain chlorination.Zeolite ZF520 is the choice catalyst for the former, because of its high Broensted acidity.Zeolite NaX (13X) is a fine catalyst for the latter, free-radical chlorination; the reaction is best effected in the presence of a light source; the catalyst can be reused many times with no loss in activity.Both reaction modes, the ionic (ring chlorination)and the radical (side-chain substitution), are likely to occur outside of the channel network in the microporous solid.The effects of various experimental factors - such as the nature of the solvent, the reaction time and temperature, the Broensted acidity of the solid support, the presence of radical inhibitors, and the quantity of catalysts - were investigated.The procedures resulting from this study are very easy to implement in practice and are quite effective.
- Delaude, Lionel,Laszlo, Pierre
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p. 5260 - 5269
(2007/10/02)
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- RING CHLORINATION OF BENZENOID COMPOUNDS USING CALCIUM HYPOCHLORITE
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Chlorination of activated benzenoid rings is efficiently effected at 0 deg C in aqueous acetone/HOAc using calcium hypochlorite as the chlorinating agent.Good to excellent yields of the chlorinated products are obtained.
- Nwaukwa, Stephen O.,Keehn, Philip M.
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p. 799 - 804
(2007/10/02)
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- Halogenation Using Quaternary Ammonium Polyhalides. XIX. Aromatic Chlorination of Arenes with Benzyltrimethylammonium Tetrachloroiodate
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The reaction of arenes with a calculated amount of benzyltrimethylammonium tetrachloroiodate in acetic acid at room temperature or at 70 deg C gave nuclear chloro-substituted arenes in fairly good yields.
- Kajigaeshi, Shoji,Ueda, Yasuhiro,Fujisaki, Shizuo,Kakinami, Takaaki
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p. 2096 - 2098
(2007/10/02)
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- CHLORINATION OF 4-tert-ALKYL-o-XYLENES
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The chlorination of 4-tert-butyl-o-xylene and tert-amyl-o-xylene with chlorine and sulfuryl chloride leads to the formation of the products from substitution of the hydrogen atoms at positions 3, 5, and 6 and the tert-alkyl groups at position 4 of the benzene ring.
- Pozdnyakovich, Yu. V.,Borodovitsyn, V. V.,Shein, S. M.
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p. 138 - 141
(2007/10/02)
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