2106-00-5Relevant academic research and scientific papers
Continuous flow synthesis of difluoroamine systems by direct fluorination
McPake, Christopher B.,Murray, Christopher B.,Sandford, Graham
, p. 145 - 150 (2013/04/10)
Continuous flow methodology for the synthesis of perfluoroaryl difluoroamine derivatives by reaction of fluorine gas with an appropriate perfluoroaniline substrate is described, further demonstrating the efficient use of flow regimes for reactions involvi
Polyhalogenonitrobenzenes and derived compounds: Part 5. Improved preparations of 1,2,3,4-tetrafluoro-5,6-dinitrobenzene and 3,4,5,6-tetrafluoro-1,2-phenylenediamine, and the use of the latter for the synthesis of tetrafluorobenzheterocycles
Heaton, Alan,Hill, Mark,Drakesmith, Frederick
, p. 133 - 138 (2007/10/03)
The preparation of 2,3,4,5-tetrafluoro-6-nitroaniline (3) by amination of pentafluoronitrobenzene has been speeded up, scaled up and the yield increased by controlling the reaction by TLC monitoring and using 'dry column' chromatography. Compound (3) was readily converted to 1,2,3,4-tetrafluoro-5,6-dinitrobenzene (2) by peroxytrifluoroacetic acid and to 3,4,5,6-tetrafluoro-1,2-phenylenediamine (1) by SnCl2/HCl, Compound (1) was shown to be a versatile intermediate for the synthesis of tetrafluoro-benzimidazoles, -triazoles and -quinoxalines. The fungicidal activity of the latter are reported here.
REACTION OF AROMATIC COMPOUNDS WITH NUCLEOPHILIC REAGENTS IN LIQUID AMMONIA. X. AMINATION OF POLYFLUORINATED AROMATIC COMPOUNDS CONTAINING ELECTRON-WITHDRAWING SUBSTITUENTS
Selivanova, G. A.,Chuikova, T. V.,Shtark, A. A.,Shteingarts, V. D.
, p. 2267 - 2272 (2007/10/02)
It was shown for the case of 2,4-difluoro-, 2,4,6-trifluoro-, and pentafluoronitrobenzenes that both liquid ammonia and sodium amide in liquid ammonia are effective reagents for aminodefluorination with respect to the fluorine derivatives of nitrobenzene.The observed tendency for the ortho-orientation with respect to the nitro group to change to para-orientation with increase in the number of fluorine atoms is more clearly defined for sodium amide than for liquid ammonia as nucleophile on account, clearly, of the stabilization of the transition state of ortho-substitution in the latter case by an intramolcular hydrogen bond.
