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Herz reactionThe Herz-reaction, named after the chemist Richard Herz, is the chemical conversion of an aniline-derivative (1) to a so-called Herz-salt (2) with disulfur dichloride, followed by hydrolysis of this Herz-salt (2) to the corresponding sodium thiolate (3) [1]: Additional recommended knowledge
ApplicationsBenzothiazolesThe sodium thiolate 3 can be converted to an intermediate zinc mercaptide with Zinc sulfate, followed by reaction of the mercaptide with for instance benzoyl chloride, forming a 1,3-benzothiazole 4. DyesAniline 5 is converted in three steps to compound 6, in three steps;
The compound, (thioindoxyl, 7) is an important intermediate in the organic synthesis of some dyes. Condensation with acenaphthoquinone gives 8, a dye of the so-called Ciba-Scarlet type, while condensation of 7 with isatine results in the thio-Indigo dye 9. References
Categories: Addition reactions | Heterocycle forming reactions |
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This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Herz_reaction". A list of authors is available in Wikipedia. |