Process for selective preparation of ratios of isomers formed on

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

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C07D23390

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047119624

ABSTRACT:
Novel processes are disclosed for selectively preparing a mixture of certain asymmetric imidazole derivatives and their corresponding regioisomers. The process involves reacting a tautomeric mixture of two precursor compounds with a critical base in the presence of a critical solvent, prior to the desired N-substitution reaction. In general, the base is a hydride of an alkali metal or an alkaline earth metal, or mixtures thereof. Sodium hydride is particularly suitable. The solvents are all non-polar.

REFERENCES:
patent: 4039543 (1977-08-01), Kompis et al.
patent: 4571257 (1986-02-01), Leone-Bay et al.
Grimmett, M., Adv. Het. Chem., vol. 27, Academic Press, New York, 1980, pp. 288-297.
Grimmett, M., Adv. Het. Chem., vol. 12, Academic Press, New York, 1970, p. 164.
Hofmann, K., Imidazole and its Derivatives, Part I, Interscience, New York, 1953, pp. 26-30.

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