Method for producing 1-(trisubstituted silyl)azoles

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

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C07D23100

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049653660

ABSTRACT:
1-Unsubstituted 1H-azole compound, halo trisubstituted silane, and primary amine are reacted to form 1-(trisubstituted silyl)-1H-azole compound which principally accumulates in a liquid phase and hydrohalide salt of the primary amine which principally accumulates in at least one phase different from the liquid phase. In the preferred embodiment, the 1-(trisubstituted silyl)-1H-azole compound so produced is further reacted to produce one or more products and to regenerate the halo trisubstituted silane which is recycled to the earlier reaction.

REFERENCES:
patent: 3373137 (1968-03-01), Saam
patent: 3809713 (1974-05-01), Boersma et al.
patent: 3847917 (1974-11-01), Vorbruggen
patent: 4273709 (1981-06-01), Christensen
patent: 4518787 (1985-05-01), Treadgold
M. Ogata et al, "N-(Chlorosulfinyl)-Imidazole as a New Imidazole Transfer Agent", Synthetic Communications, vol. 10, No. 10, 1980, pp. 733-742.
W. Foerst, Newer Methods of Preparative Organic Chemistry, vol. V, Academic Press, New York (1968), pp. 61-108 and 211-237 [H. A. Staab and W. Rohr, "Syntheses Using Heterocyclic Amides (Azolides)"; L. Birkofer and A. Ritter, The Use of Silylation in Organic Syntheses].
B. E. Cooper, "Silylation as a Protective Method in Organic Synthesis", Chemistry and Industry, Oct. 21, 1978, pp. 794-797.
V. D. Sheludyakov et al, "Reactions of N-(Trimethylsilyl) Derivatives . . . " Translation from Zhurnal Obschei Khimii, vol. 50, No. 4, pp. 875-881, Apr. 1980, Translation Published 1980, pp. 705-711.

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