2840-22-4Relevant academic research and scientific papers
Substrate-Controlled [5+1] Annulation of 5-Amino-1H-phenylpyrazoles with Alkenes: Divergent Synthesis of Multisubstituted 4,5-Dihydropyrazolo[1,5-a]quinazolines
Jiang, Xunyuan,Wei, Xiaoyi,Lin, Fei,Zhang, Zhixiang,Yao, Guangkai,Yang, Shuai,Zhao, Weijing,Zhao, Chen,Xu, Hanhong
supporting information, p. 3997 - 4003 (2020/06/17)
A new and efficient [5+1] annulation reaction for the first synthesis of 5,5-disubstituted 4,5-dihydropyrazolo[1,5-a]quinazolines is described. This transition-metal-free tandem cyclization was performed with 5-amino-1H-phenylpyrazole and readily availabl
PROCESS FOR THE PREPARATION OF FIPRONIL AND ANALOGUES THEREOF
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Page/Page column 28, (2009/07/18)
The present invention relates to a new and efficient process for preparing 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-IH-pyrazole-3-carbonitrile (hereinafter referred to as compound of formula I), which is useful as an intermediate for the antiparasitic agent fipronil, and a process for preparing 5-amino-3-cyano-l-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethyl sulfinylpyrazole (hereinafter referred to as compound of formula II or fipronil). In one aspect, there is provided a process for preparing fipronil comprising: a) a step of reacting CF3S(=O)ONa with the compound of formula (III) in the presence of a reducing/halogenating agent; and b) a step of oxidizing the compound of formula (I) obtained in step a) in the presence of a selective oxidizing agent, under suitable conditions, wherein the selective oxidizing agent selectively effects oxidation of (I) to the corresponding sulfoxide, Fipronil. In certain exemplary embodiments, the selective oxidizing agent is MHSO5, wherein M is an alkaline metal cation.
One-Pot synthesis of sulfonamides from primary and secondary amine derived sulfonate salts using cyanuric chloride
Rad, Mohammad Navid Soltani,Khalafi-Nezhad, Ali,Asrari, Zeinab,Behrouz, Somayeh,Amini, Zohreh,Behrouz, Marzieh
experimental part, p. 3983 - 3988 (2010/03/26)
A convenient, mild and efficient one-pot synthesis of new sulfonamides is described. The reaction of primary or secondary amine derived sulfonate salts in the presence of cyanuric chloride, triethylamine as base, and anhydrous acetonitrile as solvent at room temperature gives the corresponding sulfonamides in good to excellent yields. Georg Thieme Verlag Stuttgart.
SUBSTITUTION OF THE ANION IN AMMONIUM AND PHOSPHONIUM CHLORIDES BY THE ACTION OF ELECTROPHILIC AGENTS
Kukhar', V. P.,Pasternak, V. I.,Shevchenko, I. V.,Shevchenko, M. V.,Marchenko, A. P.,Makovetskii, Yu. P.
, p. 161 - 166 (2007/10/02)
N,N-Dialkylmethaniminium iodides were obtained by the reactions of N,N-dialkylmethaniminium chlorides with methyl iodide.The reactions of ammonium and phosphonium chlorides with triethyloxonium tetrafluoroborate, dimethyl sulfate, methyl tosylate, and methyl iodide take place with substitution of the chloride ion by the BF4-, CH3SO3O-, p-CH3C6H4SO3- or I- ions.Substitution of the chloride ion of phosphonium salts by the iodide ion can be realized by the action of trimethyliodosilane.
