Facile synthesis of a series of liquid crystalline...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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Reexamination Certificate

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07872143

ABSTRACT:
The invention relates to a facile synthesis of a series of 2-(4′-alkoxyphenyl)-5-cyanopyridine liquid crystal compounds which are represented by the following formula (I):wherein CnH2n+1is a linear alkyl group having 2-12 carbon atoms. The synthesis of the liquid crystalline 2-(4′-alkoxyphenyl)-5-cyanopyridine is completed in a two-step reaction. First, a Grignard reagent (such as 4-alkoxyphenylmagnesium bromide) is added to a 3-cyanopyridinium salt (such as N-phenyloxycarbonyl-3-cyanopyridinium chloride) to get a 1,2-dihydropyridine. Then, the 1,2-dihydropyridine is oxidized with o-chloronil to obtain the 2-(4′-alkoxyphenyl)-5-cyanopyridine.

REFERENCES:
patent: 7465802 (2008-12-01), Chia et al.
Chia, Win-Long and Yu-Wei Cheng, Novel synthesis and mesophase studies on a series of 2-(4-alkoxyphenyl)-5-cyanopyridines, Sep. 11, 2006, 1-116, Fu Jen Catholic University, Taiwan.
Pavelyuchenko, A. I., N. I. Smimova, T. A. Mikhailova, E. I. Kovshev, and V. V. Titov, Synthesis of 2-(4-alkylphenyl)-and 2-(alkoxphenyl)-5-cyanopyridines and their liquid-crystal characteristics, Nauchno-Issled, Inst. Zhurmal Organicheskoi Khimmi, 1986, 22(5): 1061-5.

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