Process for the preparation of 4-(des-dimethylamino)-tetracyclin

Details Process for the preparation of 4-(des-dimethylamino)-tetracyclin Process for the preparation of 4-(des-dimethylamino)-tetracyclin

1999-05-24

2000-11-07

Gorgos, Kathryn

Electrolysis: processes, compositions used therein, and methods

Electrolytic synthesis

Preparing organic compound

205438, 205446, C25B 300

Patent

active

061431613

ABSTRACT:
The present invention refers to a process for the preparation of 4-(des-dimethylamino)-tetracyclines, which compounds have a therapeutical application. The starting tetracyclines are treated with a methylating agent and the resulting trimethylammonium salts are reduced by electrolysis in an aqueous solution at acidic pH, in the presence of an adequate electrolyte. A direct electrical current with a potential of 0.5-1.5 volts is applied between two convenient electrodes until the reaction is complete. The 4-(des-dimethylamino)-tetracyclines are isolated by extraction with an organic solvent.

REFERENCES:
patent: 5532227 (1996-07-01), Golub et al.
patent: 5552297 (1996-09-01), Wong et al.
"Chemistry of the Tetracycline Antibiotics. I. Quaternary Derivatives"; James H. Boothe, et al.; J. Amer. Chem Soc.; Apr. 5, 1958; vol. 80; pp. 1654-1657.
"The Structure of Aureomycin"; C.R. Stephens, et al.; J. Amer. Chem. Soc.; Jul. 5, 1954; vol. 76; pp. 3568-3575.
Thanase et al., Optimized Electroanalysis of Tetracycline by Alternating Current Polarography, 1996, No month available Analusius, 24(7), 281-284.

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