Process for the preparation of...

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

Reexamination Certificate

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C548S250000, C516S001000

Reexamination Certificate

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07122676

ABSTRACT:
A process for preparing 5,5′-bi-1H-tetrazolediammonium salts (BHT.2NH3) maintaining a high yield through oxaldiimidic acid dihydrazide (OAH) from the starting materials which are cheaply available and are easy to handle. The 5,5′-bi-1H-tetrazolediammonium salts (BHT.2NH3) are prepared by dissolving the oxaldiimidic acid dihydrazide (OAH) obtained by the reaction of hydrated hydrazide with dicyan in an aqueous solution of a weakly acidic compound such as acetic acid, dropwisely adding an aqueous solution of sodium nitrite thereto to form an azide thereof and to effect the cyclization reaction by heating, adding an aqueous solution of sodium hydroxide to the reaction product to convert it into a 5,5′-bi-1H-tetrazoledisodium salt (BHT.2Na), reacting it with an aqueous solution of ammonium chloride, and recovering the formed ammonium salt as sparingly soluble crystals.

REFERENCES:
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Brotherton, et al. The Synthesis and Chemistry of Cyanogen, Chemical Reviews, U.S., American Chemical Society, Washington, D.C., vol. 59, 1959, pp. 841-883.
Dedichen, Oxalhydrazidine and some heterocyclic complexes, Chemical Abstracts, vol. 31, No. 14, Jul. 20, 1937, Columbus, Ohio, Abstract No. 49878.
Curtius, et al., Mittheilungen Aus Dem Chemischen Institute Der Universitaet Kiels, 19. Synthesen von Benzolhydrazinen mittels Hydrazinhydrat, Journal fuer Praktische Chemie, Leipzig, DE, vol. 50, 1894, pp. 241-274.
Angelli, “Notizie Diverse” Gazzetta Chimica Italiana, Societa Chimica Italiana, Rome, IT, vol. 23, No. 11, 1983, pp. 101-104.

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