Process for preparation of 5- substituted tetrazoles

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

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548253, 548254, C07D25704

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active

057446121

ABSTRACT:
The invention is directed to a process for preparing a 5-substituted tetrazole, the process comprising the step of reacting a nitrile with an inorganic azide salt in an aromatic hydrocarbon solvent in the presence of an amine salt. According to the invention, a 5-substituted tetrazole can be produced in a high yield with ease and safety using inexpensive raw materials while the reaction is easily controlled to inhibit a side reaction.

REFERENCES:
patent: 2977372 (1961-03-01), Finnegan et al.
patent: 4791210 (1988-12-01), Bison et al.
J. Am. Chem. Soc., "An Improved Synthesis of 5-Substituted Tetrazoles", Finnegan et al., 1958, vol. 80, pp. 3908-3911.
J. Org. Chem., "Apparent Acidic Dissociation of Some 5-Aryltetrazoles", Herbst et al., 1957, vol. 22, pp. 1142-1145.
J. Org. Chem. "Three Synthetic Routes to a Sterically Hindered Tetrazole. A New One-Step Mild Conversion of an Amide into a Tetrazole", Duncia et al., 1991, vol. 56, pp. 2395-2400.

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