393-42-0Relevant academic research and scientific papers
Facile synthesis and biological evaluation of novel fluorine-containing N-nitro-N′-substituted phenylurea
Wang, Yunchun,Bai, Zhongyuan,Wei, Zengjun,Xu, Shengzhen,Li, Xuegang,Li, Jianhong,Cao, Xiufang,Chen, Changshui
experimental part, p. 1029 - 1039 (2012/04/17)
Twenty-two novel N-nitro-N′-substituted phenyl-N-(2,6-dibromo-4- fluorophenyl)urea derivatives were designed and synthesized via a simple and convenient BTC 'one-pot' procedure using DMAP as the catalyst. The structures of all newly synthesized compounds were confirmed by IR, 1H NMR, and elemental analysis, and a part has been identified by 13C NMR. The preliminary bioassay indicates that the target compounds possesses moderate herbicidal activity against Sorghum sudanense. However, some of the title compounds presented high plant growth regulating activity against rape.
Development of an efficient ruthenium catalyzed synthetic process and mechanism for the facile conversion of benzothiazoles to orthanilic acids
Jagadeesh,Karthikeyan,Nithya,Sandhya, Y. Sree,Reddy, S. Sudhaker,Reddy, P. Pradeep Kumar,Kumar, M. Vinod,Charan, K.T. Prabhu,Narender,Bhagat
experimental part, p. 99 - 107 (2010/12/18)
Ruthenium-Schiff base complex catalyzed efficient protocol has been developed for the synthesis of orthanilic acids from benzothiazoles in good to excellent yields using N-haloamines. Hexa-coordinated ruthenium complex with Schiff base and triphenylphosphine ligands has been prepared and its catalytic function was invented for the synthesis of orthanilic acids. The synthetic process utilizes our efficient method for the selective and preferential oxidation of thiazole ring of benzothiazoles using N-haloamines without effecting phenyl ring. The detailed catalytic, mechanistic and kinetic investigations have been made for the synthetic reactions. Solvent isotope studies have been made in H2O-D2O and the reactions were carried out at different temperatures. Under the identical set of conditions, the kinetics of catalyzed reactions has been compared with uncatalyzed reactions and found that the catalyzed reactions are 9-11 folds faster. The catalytic constants (KC) have been calculated for each N-haloamine at different temperatures and the values of activation parameters with respect to the catalyst have been evaluated. Spectroscopic evidence for the formation of 1:1 complex between N-haloamine and ruthenium has been obtained. The observed results have been explained by a plausible mechanism and the related rate law has been deduced.
Zur Synthese sulfonierter Derivate von 4-Fluoranilin
Courtin, Alfred
, p. 546 - 550 (2007/10/02)
Syntheses of Sulfonated Derivatives of 4-Fluoroaniline; Synthesis of 2-amino-5-fluorobenzenesulfonic acid (2) was achieved by baking the hydrogen sulfate of 4-fluoroaniline (1).Sulfonation of p-fluoroacetanilide (4) with oleum followed by hydrolysis gave 5-amino-2-fluorobenzenesulfonic acid (3).The same reaction with 1 yielded 3 in an impure state.The structures of 2 and 3 were confirmed by converting the diazonium chlorides derived from 5-fluoro-2-nitroaniline (5) and from 2-fluoro-5-nitroaniline (8) to 5-fluoro-2-nitrobenzenesulfonyl chloride (6) and 2-fluoro-5-nitrobenzenesulfonyl chloride (9), respectively, followed by hydrolysis of 6 to 5-fluoro-2-nitrobenzenesulfonic acid (7), and of 9 to 2-fluoro-5-nitrobenzenesulfonic acid (10), and by final reduction.Compound 10 was also obtained by sulfonation of 1-fluoro-4-nitrobenzene (11) with oleum.
