Cyclocondensation of chalcones with di- and triamino-1,2,4-triazoles

✍ Scribed by S. M. Desenko; N. N. Kolos; M. Tuéni; V. D. Orlov

• Book ID: 104789646
• Publisher: Springer US
• Year: 1990
• Tongue: English
• Weight: 245 KB
• Volume: 26
• Category: Article
• ISSN: 0009-3122
• DOI: 10.1007/bf00509707

✦ Synopsis

We have carried out the synthesis of 2,4,4-triazole and synthesized them independently via the 4,7-dihydro derivatives. The course and mechanism of the cyclocondensation are discussed.

In continuation of our studies of the cyclocondensation of aromatic adS-unsaturated ketones with nitrogen binucleophiles, we have investigated the reaction of 3,4,5-triamino-(I) and 3,5-diamino-l,2,4-triazole (II) with chaleones. Refluxing solutions of the triamine I and ketones IIIa-g in alcohol in the presence of triethylamine or HCI (the conditions for treating o-diamines with unsaturated ketones [1, 2]) were not successful. The reaction was carried out by treating I with chalcones IIIa-g in refluxing DMF. In addition to the formation of the products IVa-g a marked tarring of the reaction mixture was noted, and this had a significant effect on the overall yields (Table 1).