𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of 3,5-disubstituted 1-amino-1,3,5-triazine-2,4,6-triones (or 1-aminocyanurates) by cyclic transformation of 1,3,4-oxadiazol-2(3H)-one derivatives

✍ Scribed by François Chau; Jean-Claude Malanda; René Milcent

Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
265 KB
Volume
34
Category
Article
ISSN
0022-152X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The 5‐aryl(or methyl)‐3‐phenylcarbamoyl‐1,3,4‐oxadiazol‐2(3__H__)‐ones 2, in the presence of sodium hydride in anhydrous dimethylformamide, were transformed into 1‐benzamido(or acetamido)‐3,5‐diphenyl‐1,3,5‐triazine‐2,4,6‐trione derivatives 7 in poor yields. However, compounds 7 were obtained in better yields when the sodium salts of 5‐aryl(or methyl)‐1,3,4‐oxadiazol‐2(3__H__)‐ones 1 were treated with two equivalents of aryl(or ethyl)isocyanates. Acidic hydrolysis of 1‐acetamido‐3,5‐diphenyl‐1,3,5‐triazine‐2,4,6‐trione (7i) provided the corresponding free N‐amino derivative 9. Nitrous deamination of 9 gave the known 3,5‐diphenyl‐1,3,5‐triazine‐2,4,6‐trione (11). This cyclic transformation is the first one to be reported providing 1,3,5‐triazine‐2,4,6‐trione derivatives.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of 3,5-Di
ChemInform Abstract: Synthesis of 3,5-Disubstituted 1-Amino-1,3,5-triazine-2,4-6-triones (or 1-Aminocyanurates) by Cyclic Transformation of 1,3,4-Oxadiazol-2(3H)-one Derivatives.
✍ F. CHAU; J.-C. MALANDA; R. MILCENT 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 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

ChemInform Abstract: Synthesis of Macroc
ChemInform Abstract: Synthesis of Macrocyclic Systems from 4,4′-Diamino-3,3′-bi-1,2,5-oxadiazole and 3(4)-Amino-4(3)-(4-amino-1,2,5-oxadiazol-3-yl)-1,2,5-oxadiazole 2-Oxides.
✍ M. A. Epishina; A. S. Kulikov; N. N. Makhova 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 18 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 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