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1-Methyl-3-phenyl-3-thiocyanato-1H,3H-quinoline-2,4-dione: A novel thiocyanating agent

✍ Scribed by Antonín Klásek; Vladimír Mrkvička


Publisher
Journal of Heterocyclic Chemistry
Year
2003
Tongue
English
Weight
57 KB
Volume
40
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

Under mild reaction conditions, the thiocyanato group is selectively transferred from 1‐methyl‐3‐phenyl‐3‐thiocyanato‐1__H__,3__H__‐quinoline‐2,4‐dione (3) to some nucleophiles. Aliphatic primary and secondary amines are converted to S‐cyanothiohydroxylamines, anilines afford p‐thiocyanatoanilines, Wittig reagent is thiocyanated in α‐position, and thiols are oxidized to disulfides.


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Synthesis of 3-thiocyanato-1H,3H-quinoli
✍ Antonín Klásek; Jirí Polis; Vladimír Mrkvička; Janez Košmrlj 📂 Article 📅 2002 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 49 KB 👁 1 views

## Abstract 4‐Hydroxy‐1__H__‐quinolin‐2‐ones (**1**) react with thiocyanogen in acetic acid to the corresponding 3‐thiocyanato‐1__H__,3__H__‐quinoline‐2,4‐diones (**2**) in good yields. In some cases, 3‐bromo‐1__H__,3__H__‐quinoline‐2,4‐diones (**4**) were isolated as minor reaction products. Compo