1974
DOI: 10.1002/chin.197449349
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ChemInform Abstract: REACTION BETWEEN 2,2′‐DITHIOBIS(ETHYLAMINE) AND KETONES, A NEW SYNTHESIS OF DIHYDRO‐1,4‐THIAZINES

Abstract: Die Säure‐katalysierte Reaktion des Disulfids (I) mit den Ketonen (II) führt unter Ausschluß von Luft zu den Dihydro‐1,4‐thiazinen (III) und 2‐Mercaptoäthylamin (IV).

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“…Since the 2-mercapto anilines (2a-g) readily oxidize to bis (o-aminophenyl)disulfide (3) under these reaction conditions, the reaction is considered to proceed via the intermediate 4, which is readily cyclized by the scission of the sulfur-sulfur bond (32,33) upon the attack by the nucleophilic enaminone system. The possible mechanism of the reaction is proposed in Scheme 2.…”
Section: Chemistrymentioning
confidence: 99%
“…Since the 2-mercapto anilines (2a-g) readily oxidize to bis (o-aminophenyl)disulfide (3) under these reaction conditions, the reaction is considered to proceed via the intermediate 4, which is readily cyclized by the scission of the sulfur-sulfur bond (32,33) upon the attack by the nucleophilic enaminone system. The possible mechanism of the reaction is proposed in Scheme 2.…”
Section: Chemistrymentioning
confidence: 99%