Synthesis of Thiochrome

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Abstract

THE formation of thiochrome by oxidation of aneurin (vitamin B1) with alkaline potassium ferricyanide was first reported in these columns1. Continuation of our synthetic work2 has resulted in the synthesis of thiochrome. 2-Methyl-4-chloro-5-chloro-methylpyrimidine, synthesized from 2-methyl-4-hydroxypyrirmdine-5-acetic ester, was condensed with 2-amino-4-methyl-5--hydroxyethylthiazole. The condensation product (I) proved to be identical with thiochrome prepared from aneurin; the melting point of both substances was the same (225°–226°) and the melting point of the mixture showed no depression.

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References

  1. 1

    Barger, Bergel and Todd, NATURE, 136, 259 (1935).

  2. 2

    Bergel and Todd, ibid., 138, 76 (1936).

  3. 3

    J. Amer. Chem. Soc., 58, 1504 (1936).

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