Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1984-11-23
1986-04-22
Jiles, Henry R.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D49304
Patent
active
045843910
ABSTRACT:
A novel and efficient method is proposed for the preparation of isosorbide-5-nitrate which is a promising medicinal compound for several diseases due to disorder in heart. The method comprises direct nitration of isosorbide with a concentrated nitric acid in a specific reaction medium containing an aromatic hydrocarbon solvent, e.g. benzene, in addition to conventional acetic acid and acetic anhydride. After neutralization of the reaction mixture and removal of the dinitrate as a byproduct therefrom, the reaction mixture is admixed with an aqueous solution of sodium hydroxide so that a sodium salt of isosorbide-5-nitrate is precipitated in the form of a hydrate, which is a novel compound not known in the prior art. This hydrate sodium salt is then decomposed with an acid to give the desired isosorbide-5-nitrate in a high yield.
REFERENCES:
patent: 3886186 (1975-05-01), Dvonch et al.
Hayward et al., Canadian J. of Chem., vol. 45, pp. 2191-2194 (1967).
Ishibashi Kenichi
Ishiguro Susumu
Itoh Toshio
Shimada Fumitake
Dentz Bernard I.
Jiles Henry R.
Toshin Chemical Co. Ltd.
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