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4-Chloro-5H-1,2,3-dithiazol-5-one: a good α-thiocyanating agent for α,β-unsaturated β-amino esters

✍ Scribed by Young Seok Park; Kyongtae Kim

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
249 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Treatment of 4-chloro-5H-1,2,3-dithiazol-5-one with 3-alkyl (or aryl)-3-amino-2-propenoate esters in DMSO at 1200C gave the corresponding 2-thiocyanated esters 4 (major) and 5-alkoxycarbonyl-4-alkyl (or aryl)-4-thiazolin-2-ones 5 (minor), whereas the esters bearing a strong electron-withdrawing group at C-3 under the same conditions afforded 5 and/or 4-substituted 5-alkoxycarbonyl-2-aminothiazoles 6, depending on the electron-withdrawing groups.

📜 SIMILAR VOLUMES

Reactions of 4-chloro-5h-1,2,3-dithiazol
Reactions of 4-chloro-5h-1,2,3-dithiazole-5-thione with α,β-unsaturated β-amino esters: Formation of 2-[2-(1-alkenylsulfanyl-1-alkoxycarbonyl-2-amino)-1,2-dicyano-vinylsulfanyl]-3-amino-2-alkenoic alkyl esters
✍ Yong-Goo Chang; Kyongtae Kim; Yung Ja Park 📂 Article 📅 2002 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 97 KB

## Abstract Treatment of 4‐chloro‐5__H__‐1,2,3‐dithiazole‐5‐thione with alkyl 3‐alkyl (or aryl)‐3‐amino‐2‐propenoates in the presence of pyridine (2 equivalents) in dichloromethane at reflux gave 2‐[2‐(1‐alkenylsulfanyl‐1‐alkoxy‐carbonyl‐2‐amino)‐1,2‐dicyanovinylsulfanyl]‐**4** and‐1,2‐dicyanovinyl

ChemInform Abstract: Reactions of 4-Chlo
ChemInform Abstract: Reactions of 4-Chloro-5H-1,2,3-dithiazole-5-thione with α,β-Unsaturated β-Amino Esters: Formation of 2-[2-(1-Alkenylsulfanyl-1-alkoxycarbonyl-2-amino) -1,2-dicyanovinylsulfanyl]-3-amino-2-alkenoic Alkyl Esters.
✍ Yong-Goo Chang; Kyongtae Kim; Yung Ja Park 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

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✍ N. T. Do Valle; C. A. De Simone; M. A. Pereira; M. O. F. Goulart 📂 Article 📅 2000 🏛 John Wiley and Sons ⚖ 30 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v