Synthesis of pentafluorosulfanylnaphthalene

Organic compounds -- part of the class 532-570 series – Organic compounds – Halogen containing

Reexamination Certificate

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Reexamination Certificate

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10954719

ABSTRACT:
This invention relates to 2-pentafluorosulfanylnapthalene, substituted derivatives thereof and to a process for producing naphthalene carrying an SF5group. A 3-step process is employed wherein 1,4-dihydronaphthalene is reacted with pentafluorosulfanyl halide. Next the resulting 3-halo-2-pentafluorosulfanylnaphthalene or derivative is converted to 2-pentafluorosulfanyl-1,4-dihydronaphthalene or derivative by treatment with a base and subsequently transformed into pentafluorosulfanylnaphthalene by removing hydrogen atoms.

REFERENCES:
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patent: 1 533 297 (2005-05-01), None
patent: WO 2004/011422 (2004-02-01), None
patent: WO 2004/0011422 (2004-02-01), None
Peer Kirsch, et al, Liquid Crystals Based on Hypervalent Sulfur Fluorides: . . . , Angew. Chem. Int. Ed. 1999, 38, No. 13/14, p. 1989-1991.
Wm. A. Sheppard, Arylsulfur Pentafluorides, J. Am. Chem. Soc. 1962, 84, p. 3064-3072.
Roy D. Bowden, et al, A New Method for the Synthesis of Aromatic . . . , Tetrahedron, 2000, 56, p. 3399-3408.
R.W. Winter, et al; “Synthesis of SF5-benzene (SF5C6H5) by the SF5-halide method”; Journal of Fluorine Chemistry, vol. 125, No. 4; Apr. 2004; pp. 549-552.
F.W. Hoover, et al; “Synthesis and chemistry of ethynylsulphur pentrafluoride”; Journal of Organic Chemistry, vol. 29, No. 12; Dec. 1964; pp. 3567-3570.

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