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The Boulton–Katritzky rearrangement of isocarboxazid

✍ Scribed by Susan D. Van Arnum; Henry J. Niemczyk

Book ID
102341084
Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
78 KB
Volume
46
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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Isocarboxazid rearranges on heating to 5‐acetonyl‐2‐benzyl‐4‐hydroxy‐1,2,3‐triazole in DMF at 150°C, in the ionic liquid, [bmin]HSO at 100°C or as a melt at 105°C. This is the first reported example of the Boulton–Katritzky rearrangement of an acyl hydrazide. J. Heterocyclic Chem., (2009)

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Boulton-Katritzky Rearrangement of 5-(cyanoimino)-1,2,4-Thiadiazolines
✍ Sonnenschein, Helmut ;Schmitz, Ernst ;Gründemann, Egon ;Schröder, Edith 📂 Article 📅 1994 🏛 John Wiley and Sons 🌐 English ⚖ 376 KB

## Abstract The products of the addition of nucleophiles (alcohols, amines) to the cyano group of 5‐(cyanoimino)thiadiazolines 1 undergo a Boulton‐Katritzky rearrangement. The thiadiazoles 4 are formed by subsequent nitrile elimination. In the case of bicyclic thiadiazoloazepine 5 an equilibrium mi