Direct Amination of Nitro(pentafluorosulfanyl)benzenes through Vicarious Nucleophilic Substitution of Hydrogen

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F12%3A00376771" target="_blank" >RIV/61388963:_____/12:00376771 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1002/ejoc.201200127" target="_blank" >http://dx.doi.org/10.1002/ejoc.201200127</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201200127" target="_blank" >10.1002/ejoc.201200127</a>

Result language
angličtina
Original language name
Direct Amination of Nitro(pentafluorosulfanyl)benzenes through Vicarious Nucleophilic Substitution of Hydrogen
Original language description
1-Nitro-4-(pentafluorosulfanyl)benzene underwent direct amination with 1,1,1-trimethylhydrazinium iodide in the presence of tBuOK in DMSO to give 2-nitro-5-(pentafluorosulfanyl)aniline in good yield. 1-Nitro-3-(pentafluorosulfanyl)benzene, under similarconditions, gave 2-nitro-4(pentafluorosulfanyl)aniline, also in good yield. Reduction of either product with hydrogen in the presence of Raney nickel provided 4-(pentafluorosulfanyl)benzene-1,2-diamine, which served as a precursor for the efficient synthesis of SF5-containing benzimidazoles, quinoxalines, and benzotriazoles.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Project
<a href="/en/project/GAP207%2F12%2F0072" target="_blank" >GAP207/12/0072: Development of new methodologies towards (pentafluorosulfanyl)benzenes.</a><br>
Continuities
Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year
2012
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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