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Kinetics and mechanism of ring transformation of S-[1-(4-methoxyphenyl)pyrrolidin-2-on-3-yl]isothiuronium bromide to 2-methylimino-5-[2-(4-methoxyphenylamino)ethyl]thiazolidin-4-one

✍ Scribed by Sedlák, Miloš; Hanusek, Jiří; Hejtmánková, Ludmila; Kašparová, Pavla

Book ID
121480806
Publisher
Royal Society of Chemistry
Year
2003
Tongue
English
Weight
181 KB
Volume
1
Category
Article
ISSN
1477-0520

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Synthesis and ring transformation of sub
Synthesis and ring transformation of substituted S-(1-phenylpyrrolidine-2-ones-3-yl)isothiuronium salts to substituted 2-imino-5-[2-(phenylamino)ethyl]thiazolidin-4-ones
✍ MiloŠ Sedlák; JiŘí Hanusek; Vladimír Macháček; Ludmila Hejtmánková 📂 Article 📅 2002 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 31 KB

## Abstract Dedicated to Professor Jaromír Kaválek on the occasion of his 65^th^ birthday Substituted __S__‐(1‐phenylpyrrolidin‐2‐on‐3‐yl)isothiuronium salts in weakly basic media undergo intramolecular recyclisation reaction in which the γ‐lactam cycle is split and a thiazolidine cycle is formed.

Simple and condensed β-lactams. Part 29.
Simple and condensed β-lactams. Part 29. Synthesis and base-catalyzed ring transformation of 4-[(2RS,3SR)-3-hydroxy-1-(4-methoxyphenyl)-4-oxoazetidin-2-yl)]thiazol-2(3H)-one
✍ Attila Sápi; József Fetter; Károly Lempert; Mária Kajtár-Peredy; Gábor Czira 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 441 KB

4-[(2RS,3R,S)-3-Hydroxy-(lb) and -3-(4-chlomphenoxy)-l-(4-methoxyphenyl)-4-oxoazetidin-2-yl]thiazol-2(3H)-one (16b) were synthesised. While the former was smoothly rearranged into (5RA•-5-hydr•xy-7-(4-meth•xypheny•)-••5-dihydr•thiaz•••[3.4-a•pyrazine-3•6(7H)-di•ne (7b) on treatment with Na2CO3 unde