- A Practical Procedure for Regioselective Bromination of Anilines
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A highly practical procedure for the preparation of bromoanilines by using copper-catalyzed oxidative bromination has been developed. Treatment of free anilines with readily available NaBr and Na 2S 2O 8in the presence of a catalytic amount of CuSO 4·5H 2O enabled regioselective bromination.
- Takahashi, Yusuke,Seki, Masahiko
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p. 1828 - 1832
(2021/04/15)
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- RECEIVER COMPRISING A LUMINESCENT COLLECTOR FOR OPTICAL DATA COMMUNICATION
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A receiver comprising a luminescent collector (luminescent detector) comprising at least one organic fluorescent colorant B, an optical data communication system comprising said receiver, and to the use of the luminescent collector as fast photodetector i
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Paragraph 0281
(2020/10/31)
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- Method of catalytically synthesizing polybromo-aniline in water phase
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The invention discloses a method of catalytically synthesizing polybromo-aniline in a water phase. The method comprises following steps: adding a catalytic amount of a free radical initiator, aniline derivatives, cheap and low-toxic bromine salts, and water into a reactor; carrying out reactions in a photocatalytic reaction instrument under power of 5W at a room temperature; after a while, extracting the reaction product by ethyl acetate, and carrying out recrystallization to obtain polybromo-aniline; wherein the free radical initiator is eosin, sodium persulfate, or potassium persulfate. The power of the incandescent lamp of the photocatalytic reaction instrument is 5W. The free radical initiator and bromine salts are cheap and easily available. The method is an ideal synthesis method of polybromo-aniline. Cheap and low-toxic bromine salts are used to replace liquid bromine. The cheap and easily available free radical initiator is used to replace unstable and explosive hydrogen peroxide. After 4 to 10 hours of reactions under the power of 5W, polybromo-aniline can be synthesized, the yield and the reaction selectivity are high, the byproducts are few, and the post treatment is simple.
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Paragraph 0012; 0020
(2019/10/04)
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- TRANSMITTER FOR TRANSMITTING DATA AND FOR EMITTING ELECTROMAGNETIC RADIATION IN THE VISIBLE SPECTRAL RANGE AND DATA TRANSMISSION SYSTEM
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The present invention relates to a transmitter for transmitting data and for emitting electromagnetic radiation in the visible spectral range, wherein the transmitter comprises a) a radiation source for generating and emitting first electromagnetic radiat
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Page/Page column 87
(2019/03/12)
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- Fast and efficient bromination of aromatic compounds with ammonium bromide and Oxone
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A highly efficient, rapid and regioselective protocol was developed for the ring bromination of aromatic compounds under mild conditions with ammonium bromide as a source of bromine source and Oxone (potassium peroxysulfate) as an oxidant. No metal catalyst or acidic additive is required. A variety of aromatic compounds, including methoxy, hydroxy, amino, and alkyl arenes, reacted smoothly to give the corresponding monobrominated products in good to excellent yields in very short reaction times. Moreover, dibromination of deactivated anilines to give the corresponding dibromides proceeded in high yields. Interestingly, 1-(2-naphthyl)ethanone provided a ring-brominated product. Georg Thieme Verlag Stuttgart . New York.
- Naresh, Mameda,Arun Kumar, Macharla,Mahender Reddy, Marri,Swamy, Peraka,Nanubolu, Jagadeesh Babu,Narender, Nama
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p. 1497 - 1504
(2013/06/27)
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- An instant and facile bromination of industrially-important aromatic compounds in water using recyclable CaBr2-Br2 system
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Various industrially-important brominated intermediates have been instantly synthesized using aq. CaBr2-Br2 system as an efficient and recyclable brominating reagent under aqueous conditions at room temperature without the need for metal catalysts or acidic additives. Structurally-diverse phenol and aniline derivatives with strong electron-withdrawing groups such as carboxylic, nitro and formyl show remarkable reactivity to the brominating reagent and brominated in 92-98% yield with high purity (>99%) in a very short reaction time. Organic solvent-free conditions, a feature of the green chemistry, were successively used not only for the reactions but also for the isolation of products at the end of the reaction. The recycling of HBr by its neutralization, thereby generating additional amounts of industrially-important CaBr2 has been designed and developed. The brominating reagent has been recycled and regenerated, and the process was repeated up to 4 cycles after the fresh batch using the regenerated brominating reagent having almost identical selectivity and isolated yields, which seems to be the most promising methodology from the viewpoint of the green approach to organic synthesis.
- Kumar, Lalit,Mahajan, Tanu,Agarwal
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experimental part
p. 2187 - 2196
(2011/09/16)
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- Application of 6,7-indole aryne cycloaddition and Pd(0)-catalyzed Suzuki-Miyaura and Buchwald-Hartwig cross-coupling reactions for the preparation of annulated indole libraries
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The construction of an unprecedented class of an indole-based library, namely, a 6,7-annulated-4-substituted 93-member indole library, using a strategic combination of 6,7-indolyne cycloaddition and cross-coupling reactions under both Suzuki-Miyaura and Buchwald-Hartwig conditions is described. This work represents the first example of library development that employs the indole aryne methodology. Annulated indoles, with the exception of only a few biologically active natural products (i.e., the trikentrins, herbindoles, teleocidins, and nodulisporic acids), have no representation in the PubChem or MLSMR databases. These structural entities are therefore predicted to have unique chemical property space characteristics and a high probability of exhibiting interesting biological activity.
- Thornton, Paul D.,Brown, Neil,Hill, David,Neuenswander, Ben,Lushington, Gerald H.,Santini, Conrad,Buszek, Keith R.
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scheme or table
p. 443 - 448
(2011/11/06)
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- Effect of structural factors and solvent nature in bromination of anilines
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Reaction of electrophilic bromination of aniline containing various ortho, meta, and para substituents in the aromatic ring was studied. The optimal conditions for synthesis of mono-, di-, tri-, and tetrabromo derivatives of aniline and brominated analog of Aniline Black were found.
- Bagmanov
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experimental part
p. 1570 - 1576
(2011/06/20)
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- New synthesis of (±)-cis-trikentrin A via tandem indole aryne cycloaddition/Negishi reaction. Applications to library development
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We describe herein an efficient new route to the trikentrins and their related structures using a tandem 6,7-indolyne cycloaddition/Negishi cross-coupling reaction starting from a 4,6,7-tribromoindole (obtained in good yield via the Bartoli indole synthesis). The key step of this second generation route to the trikentrins is based on our observation that the 7-bromo substituent appears to undergo selective metal-halogen exchange and elimination to give the 6,7-indolyne, which is trapped in the presence of excess cyclopentadiene. Subsequent Negishi cross-coupling at the 4-bromoindole position with Et2Zn gave directly the same intermediate obtained from our previous work. Application of this chemistry to the construction of trikentrin-related libraries using this general cycloaddition/cross-coupling tactic will also be described.
- Brown, Neil,Luo, Diheng,Decapo, Joseph A.,Buszek, Keith R.
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scheme or table
p. 7113 - 7115
(2010/01/18)
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- Oxidative bromination of aniline and its derivatives
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Oxidative bromination of aniline and its derivatives containing various substituents (CH3, Cl, NO2, COOH) in ortho, meta, and para positions with a brominating mixture of NaBr (KBr) and 20-22% hydrogen peroxide in 6-8% hydrochloric acid at the molar ratio aniline: NaBr (KBr): H 2O2: HCl = 1: 3.5: 3.2: 4.5 is described.
- Salakhov,Bagmanov,Umaeva,Bagmanova
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experimental part
p. 1479 - 1481
(2009/02/05)
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- 1-Benzyl-4-aza-1-azoniabicyclo[2.2.2] octane tribromide as a highly reactive brominating agent for aniline derivatives
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Reaction of anilines with 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane tribromide (3) in the presence of CaCO3 in small amounts of methanol gave brominated aromatic amines in good yields at room temperature. The isolation of products is straightforward.
- Hajipour,Imanieh,Pourmousavi
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p. 4597 - 4604
(2007/10/03)
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- Mild and regioselective oxidative bromination of anilines using potassium bromide and sodium perborate
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The selective monobromination of various deactivated anilines using potassium bromide and sodium perborate as oxidant has been achieved. The use of ammonium molybdate as catalyst accelerates the rate of reaction but is not essential to obtain good yields and high selectivities. (C) 2000 Elsevier Science Ltd.
- Roche, Didier,Prasad, Kapa,Repic, Oljan,Blacklock, Thomas J.
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p. 2083 - 2085
(2007/10/03)
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- 2-hydroxyphenylbenzotriazol compounds and the use thereof
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Provided are 2-hydroxyphenylbenzotriazol compounds with excellent ultraviolet absorbability and high thermal stability. They can be used as ultraviolet absorber for any polymer.
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- Direct Nitration of Anilines Using Nitrocyclohexadienones
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Nitrocyclohexadienones (in particular, 2,3,5,6-tetrabromo-4-methyl-4-nitro-2,5-cyclohexadienone) are used as reagents for the direct nitration of anilines.Depending on the conditions, good yields of C-nitroanilines are obtained.Under the same conditions, N,N-dimethylaniline is converted into N-methyl-N-nitroaniline.
- Lemaire, M.,Guy, A.,Boutin, P.,Guette, J. P.
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p. 761 - 763
(2007/10/02)
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- BROMINATION OF ANILINES BY BENZYLTRIPHENYLPHOSPHONIUM TRIBROMIDE
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Anilines and benzyltriphenylphosphonium tribromide in dichloromethane and methanol medium in the presence of sodium bicarbonate react within a few minutes at room temperature to give the corresponding polybromoanilines in good yields.
- Xin-teng, Ding,Guo-bin, Liu
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p. 1261 - 1266
(2007/10/02)
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- Heterocyclic Systems Containing Bridgehead Nitrogen Atom: Part LXII - Synthesis of Thiazolobenzimidazol-3(2H)-ones
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2,4-Dibromo-6-nitroaniline (Ia), on reduction with Raney nickel and hydrazine hydrate followed by treatment of the resulting diamine with carbon disulfide in situ gives 4,6-dibromo-2-mercaptobenzimidazole (IIa).Compound (IIa) on reaction with chloroacetic
- Sharma, B. R.,Pujari, H. K.
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p. 121 - 127
(2007/10/02)
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- Preparation of Some 2-(Methoxyphenyl)-2H-benzotriazoles and the Corresponding Hydroxyphenyl Compounds
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The reaction of several substituted o-nitronitrosobenzenes with o- and p-anisidine, and 2,4-dimethoxyaniline in acetic acid gives in good yield the corresponding o-nitroazobenzenes which are readily reduced with thiourea dioxide (formamidinesulfinic acid) to the corresponding 2-(methoxyphenyl)-2H-benzotriazoles, demethylation of which furnished the corresponding 2-(hydroxyphenyl)-2H-benzotriazoles.Demethylation of the dimethoxy derivatives was best accomplished with boron tribromide in methylene chloride, the methoxy group located ortho to the benzotriazole ring beingdemethylated more readily than is the para-methoxy group.The reaction of 0-nitroazobenzenes containing a methoxy group with hydrobromic acid in acetic acid results in cleavage of the azo bond and also partial bromination to give o-nitroaniline and some of its brominated derivatives.
- Rosevear, Judi,Wilshire, John F. K.
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p. 1663 - 1673
(2007/10/02)
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