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Synthesis of 4-(1-Adamantyl)- and 4-(1-Adamantylmethyl)-substituted Halothiazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

1-Adamantyl bromomethyl ketone and 1-adamantylmethyl chloromethyl ketone react with potassium thiocyanate in dimethylformamide to give the corresponding thiocyanatoketones which cyclize under the influence of HCl into 4-(1-adamantyl) and 4(-adamantylmethyl)chlorothiazole respectively. 4-(1-Adamantyl)-2-amino-5-bromothiazole and its N-derivative were synthesized by the reaction of 1-adamantyl dibromomethyl ketone with thioureas and N-substituted thiourea in acetonitrile.

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Authors and Affiliations

  1. Samara State Technical University, Samara, Russia, 442010

    N. V. Makarova, M. N. Zemtsova & I. K. Moiseev

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  1. N. V. Makarova
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  2. M. N. Zemtsova
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  3. I. K. Moiseev
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Makarova, N.V., Zemtsova, M.N. & Moiseev, I.K. Synthesis of 4-(1-Adamantyl)- and 4-(1-Adamantylmethyl)-substituted Halothiazoles. Chemistry of Heterocyclic Compounds 37, 1266–1269 (2001). https://doi.org/10.1023/A:1013809913189

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  • DOI: https://doi.org/10.1023/A:1013809913189

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