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herz reaction wikipedia jump to content main menu main menu move to sidebar hide navigation main page contents current events random article about wikipedia contact us contribute help learn to edit community portal recent changes upload file special pages search search appearance donate create account log in personal tools donate create account log in contents move to sidebar hide top 1 dyes 2 references toggle the table of contents herz reaction 10 languages azərbaycanca čeština deutsch español فارسی français italiano nederlands русский 中文 edit links article talk english read edit view history tools tools move to sidebar hide actions read edit view history general what links here related changes upload file permanent link page information cite this page get shortened url switch to legacy parser print export download as pdf printable version in other projects wikimedia commons wikidata item appearance move to sidebar hide from wikipedia the free encyclopedia reaction in organic chemistry the herz reaction named after the chemist richard herz is the chemical conversion of an aniline to the benzo dithiazolium salt by its reaction with disulfur dichloride the salt is called a herz salt hydrolysis of this herz salt give the corresponding sodium thiolate which can be further converted to the 2 aminothiophenol 1 herz reaction the 2 aminothiophenols are suitable for diazotization giving benzothiadiazoles 2 instead the sodium 2 aminothiophenolate can be converted to a 1 3 benzothiazole herz reaction application dyes edit aniline 5 is converted to compound 6 in three steps conversion to an ortho aminothiol through the herz reaction aniline 5 and disulfur dichloride followed by conversion to an ortho aminoarylthioglycolacid and conversion of the aromatic amine function to a nitrile via the sandmeyer reaction in a last step the nitrile is hydrolysed resulting in 6 this compound is converted to 7 via a ring closing reaction and decarboxylation 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 isatin results in the thioindigo dye 9 herz reaction application dyes references edit w k warburton 1957 arylthiazathiolium salts and o aminoaryl thiols the herz reaction chemical reviews 57 5 1011 1020 doi 10 1021 cr50017a004 kirby p soloway s b davies j h webb shirley b 1970 1 2 3 benzothiadiazoles part i a simplified synthesis of 1 2 3 benzothiadiazoles journal of the chemical society c organic 16 2250 doi 10 1039 j39700002250 retrieved from https en wikipedia org w index php title herz_reaction oldid 1353979828 categories addition reactions heterocycle forming reactions name reactions hidden categories articles with short description short description is different from wikidata this page was last edited on 13 may 2026 at 15 03 utc page was rendered with parsoid text is available under the creative commons attribution sharealike 4 0 license additional terms may apply by using this site you agree to the terms of use and privacy policy wikipedia is a registered trademark of the wikimedia foundation inc a non profit organization privacy policy about wikipedia disclaimers contact wikipedia legal safety contacts code of conduct developers statistics cookie statement mobile view search search toggle the table of contents herz reaction 10 languages add topic