394-31-0Relevant articles and documents
Organocatalytic oxidative dehydrogenation of aromatic amines for the preparation of azobenzenes under mild conditions
Ma, Hengchang,Li, Wenfeng,Wang, Jian,Xiao, Guanghai,Gong, Yuan,Qi, Chunxuan,Feng, Yunpeng,Li, Xiufang,Bao, Zhikang,Cao, Wei,Sun, Qiangsheng,Veaceslav, Caraus,Wang, Feng,Lei, Ziqiang
scheme or table, p. 8358 - 8366 (2012/09/21)
(Diacetoxyiodo)benzene used as stoichiometrically and catalytically in the preparation of azobenzenes under mild reaction conditions was developed. The metal-free oxidation systems demonstrated wide substituents tolerance, alkyls, halogens, and several versatile functional groups, such as amino, ethynyl, and carboxyl substituents are compatible well, and the corresponding products could be formed with good to excellent yields. In this disclosed method, the more large scale formation of azo compounds also could be carried out successfully. Of note that 3-ethynylbenzenamine applied as a very useful cross dehydrogenative partner, which coupled with different anilines, providing asymmetrical azo compounds with acceptable yields in one step under very mild reaction conditions.
Catalysis and mechanistic studies of ruthenium and osmium on synthesis of anthranilic acids
Karthikeyan,Jagadeesh, Rajenahally V.,Sree Sandhya,Puttaswamy,Nithya,Kumar, S. Senthil,Bhagat
experimental part, p. 34 - 46 (2011/09/16)
Ruthenium, osmium and ruthenium + osmium catalyzed synthetic methodology was developed for the synthesis of anthranilic acids from indoles in good to excellent yields using bromamine-B in alkaline acetonitrile-water (1:1) at 313 K. Detailed catalysis studies of ruthenium, osmium and the mixture of both were carried out for the synthetic reactions. The positive synergistic catalytic activity of Ru(III) + Os(VIII) was observed to a large extent with the activity greater than the sum of their separate catalytic activities. Detailed kinetic and mechanistic investigations for each catalyzed reactions were carried out. The kinetic pattern and mechanistic picture of each catalyzed reaction were found to be different for each catalyst and to obey the underlying rate laws: rate = k[BAB]t[Indole][Ru(III)]x[OH-] y rate = k[BAB]t[Indole][Os(VIII)][OH-] y rate = k[BAB]t[Indole]o[Ru(III) + Os(VIII)][OH-]y where, x, y Os(VIII) > Ru(III). This trend may be attributed to the different d-electronic configuration of the catalysts. The proposed mechanisms and the rigorous kinetic models derived give results that fit well with the experimental data in each catalyzed reaction. Copyright
Bromamine-B/PdCl2 is an efficient system for the synthesis of anthranilic acids from indoles and indigos
Kumar, C. Vinod,Shivananda,Raju, C. Nagu,Jagadeesh
experimental part, p. 3480 - 3487 (2011/02/22)
A convenient method has been developed for the conversion of indoles and indigos into anthranilic acids in good to excellent yields using a bromamine-B/PdCl2 system. The general process utilizes our efficient method for the oxidation of indoles and indigos in alkaline (pH 12) acetonitrile/water (1:1) at 60°C. Copyright Taylor & Francis Group, LLC.
Catalytic Cleavage of Active Phosphate and Ester Substrates by Iodoso- and Iodoxybenzoates
Moss, Robert A.,Alwis, K. W.,Shin, Jae-Sup
, p. 2651 - 2655 (2007/10/02)
p-Nitrophenyl acetate, p-nitrophenyl hexanoate, and p-nitrophenyl diphenyl phosphate (PNPDPP) were cleaved by o-iodosobenzoate, o-iodoxybenzoate, and 5-(n-octyloxy)-2-iodosobenzoate (3) in aqueous micellar cetyltrimethylammonium chloride solutions at pH 8.The system 3/CTACl was the best catalyst and PNPDPP was the most reactive substrate.In a remarkably rapid hydrolytic reaction at 25 deg C, 1.0*10-5 M PNPDPP was cleaved by 7.14*10-5 M 3 in 2.0*10-4 M CTACl with kφ=1.04 s-1.Experiments in which > demonstrated that the catalyst "turned over"; i.e., degradation of an intermediate phosphate was not rate limiting.
Process for preparing 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitro-N-alkanesulphonyl benzamides from a benzoic acid derivative and intermediates
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, (2008/06/13)
Preparation of a compound of the following formula (I): STR1 wherein R1 is alkyl of 1 to 12 carbons, from the compound of the following formula (II): STR2 by the steps of coupling (II) with 3,4-dichlorobenzotrifluoride; reacting the --NH2 and COOH groups with a COX2 compound, X being a leaving group, to produce a heterocycle; opening the heterocycle with an alkanesulphonamide; and oxidizing the resultant --NH2 group to an --NO2 to yield a compound of formula (I). Novel intermediates are also described. Compounds of formula (I) are useful as selective pre- and post-emergent herbicides.
