13296-87-2Relevant academic research and scientific papers
Highly efficient synthesis of primary amides: Via aldoximes rearrangement in water under air atmosphere catalyzed by an ionic ruthenium pincer complex
Yang, Fa-Liu,Zhu, Xinju,Rao, Dun-Kang,Cao, Xiao-Niu,Li, Ke,Xu, Yan,Hao, Xin-Qi,Song, Mao-Ping
, p. 37093 - 37098 (2016/05/24)
The transformation of aldoximes to primary amides has been evaluated using pincer ruthenium complexes a-c, among which the ionic Ru catalyst a proved to be the most efficient in water under air atmosphere. A variety of (hetero)arene aldoximes proceeded smoothly to afford amides in high yields with good functional group compatibilities. Furthermore, a direct synthetic route of amides from aldehydes, hydroxylamine hydrochloride and sodium carbonate was also described with broad substrates including conjugated and aliphatic aldehydes. This protocol is operationally simple and proceeds with a low catalyst loading (0.5 mol%).
Amination of some 1,3-dinitrobenzenes with liquid ammonia-potassium permanganate
Szpakiewicz,Grzegozek
, p. 829 - 833 (2007/10/03)
1,3-Dinitrobenzene and some its 2- and 4-substituted derivatives are dehydroaminated in a solution of potassium permanganate in liquid ammonia to give the corresponding mono- or diamino-1,3-dinitro-benzenes. Under the same conditions, 4-fluoro-1,3-dinitrobenzene is converted into 2,4-dinitroaniline via replacement of the fluorine atom, while 2,4-dinitrobenzaldehyde gives rise to 2,4-dinitrobenzamide.
Synthesis of 2,3-dihydrobenzothiazol-1,1-dioxide and 2,3-dihydro-1,4-benzothiazin-3-one nitroderivatives from 2,4-di- and 2,4,6-trinitrobenzamides
Gerasyuto,Zlotin,Semenov
, p. 300 - 304 (2007/10/03)
Synthetic methods for the conversion of readily available 2,4-di- and 2,4,6-trinitrobenzamides to the previously unknown 2,3-dihydrobenzothiazol-1,1-dioxide, 2,3-dihydro- 1,4-benzothiazin-3-one, and 2,3-dihydro-1,4-benzothiazin-3-one-1,1-dioxide nitroderivatives have been developed. The methods involve selective nucleophilic substitution of an ortho-nitrogroup in polynitrobenzamides by benzylthio or methoxycarbonylmethylthio group followed by oxidation of sulfur atom with hydrogen peroxide and transformation of the amido group to the methoxycarbonylamino group by reaction with diacetoxyiodobenzene in methanol under non-basic conditions. Cyclization of the resulting compounds under the action of diacetoxyiodobenzene or sodium methoxide leads to the 2,3-dihydrobenzothiazole and 2,3-dihydro-1,4-benzothiazin-3one derivatives, respectively.
Synthesis and structure-activity relationship of diarylamide derivatives as selective inhibitors of the proliferation of human coronary artery smooth muscle cells
Gita, Haruhisa,Sobe, Yoshiaki,Akaku, Haruo,Ekine, Rena,Oto, Yuso,Isawa, Satoru,Hayashi, Hideya
, p. 549 - 551 (2007/10/03)
A series of diarylamide derivatives were synthesized and evaluated for their inhibitory activities against human coronary artery smooth muscle cells (SMCs) and human coronary artery endothelial cells (ECs). Compound 2w was superior to the lead compound, Tranilast, in terms of the potency of the activity and cell selectivity.
TRICYCLIC SUBSTITUTED HEXAHYDROBENZ [E]ISOINDOLE ALPHA-1 ADRENERGIC ANTAGONISTS
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, (2008/06/13)
The present invention relates to a compound of the formula STR1 and the pharmaceutically acceptable salts thereof wherein W is a tricyclic heterocyclic ring system; which is an α-1 adrenergic antagonist and is useful in the treatment of BPH; also disclosed are . alpha.-1 antagonist compositions and a method for antagonizing α-1 receptors and treating BPH.
Single-electron transfer in aromatic nucleophilic substitution on dinitrobenzonitriles
Bacaloglu, Radu,Blaskó, Andrei,Bunton, Clifford A.,Ortega, Francisco,Zucco, César
, p. 7708 - 7718 (2007/10/02)
Reaction of OH- with 3,5-dinitrobenzonitrile in water or water-DMSO gives a mixture of unproductive 2- and 4-Meisenheimer complexes that equilibriate and eventually form 3,5-dinitrobenzamide and finally the benzoate ion. The corresponding reaction of 2,4-dinitrobenzonitrile gives the 5-Meisenheimer complex and then a mixture of 2,4-dinitrobenzamide and 2,4-dinitrophenoxide ion. The ratio amide:phenoxide ion increases with increasing [OH-]. These reactions appear to involve formation of charge-transfer complexes of the radical anion of the substrate and ?OH which collapse to give Meisenheimer complexes and final products. The rate constants of the various reaction steps can be estimated by simulation based on relaxation theory, which also fits the product mixture from 2,4-dinitrobenzonitrile. This reaction scheme is consistent with observations of exchange of arene hydrogen and of extensive broadening of 1H NMR signals of the substrates during reaction.
