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Synthesis and some reaction s of sulfides of the thiophene series Communication 7. Synthesis and reactions of gem-bis[5-(alkylthio)-2-thienyl]alkanes

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    A method was developed for the preparation of bis[5-(alkylthio)-2-thienyl]alkanes by the condensation of alkyl thienyl sulfides with aldehydes and ketones.

  2. 2.

    Bis[5-(alkylthio)-2-thienyl]alkanes readily undergo electrophilic-substitution reactions with formation of compounds containing four functions.

  3. 3.

    By the action of sodium in liquid ammonia on 2,2-bis[4-(diethoxymethyl)-5-(ethylthio)-2-thienyl]butane a reaction occurs that is analogous to the reaction that we have described previously for the acetal of 5-ethyl-2(ethylthio)-3-thiophencarboxaldehyde and leads to the formation of a compound having the properties of the dimercapto dialdimine (IX).

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Literature cited

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Goi'dfarb, Y.L., Kalik, M.A. & Kirmalova, M.L. Synthesis and some reaction s of sulfides of the thiophene series Communication 7. Synthesis and reactions of gem-bis[5-(alkylthio)-2-thienyl]alkanes. Russ Chem Bull 12, 1653–1659 (1963). https://doi.org/10.1007/BF00845795

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  • DOI: https://doi.org/10.1007/BF00845795

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