Reaction of thieno[2,3-d]pyrimidines with mercury salts

✍ Scribed by S. M. Khripak; V. I. Yakubets; A. A. Dobosh; Yu. V. Migalina

• Book ID: 104781624
• Publisher: Springer US
• Year: 1987
• Tongue: English
• Weight: 192 KB
• Volume: 23
• Category: Article
• ISSN: 0009-3122
• DOI: 10.1007/bf00473475

✦ Synopsis

The reaction of mercury salts with thieno [2,3-d]pyrimidine derivatives was studied. It was shown that even in nucleophilic solvents the solvatomercuration of thienopyrimidines is accompanied by intramolecuiar ring closure involving the sulfur atom of the thioureide group.

Mercury(ll) salts can undergo addition at the double bond of olefins in methanol [i, 2]. This reaction attracts investigators' interest because organomercury compounds are widely used as disinfectants, antiseptics, diuretics, preservatives, and seed disinfectants. Many of them exhibit high bacteriostatic activity [3].

Ring closure occurs in the reaction of mercury salts with o-allylphenol, with the formation of dihydrobenzofuran [4].. To obtain organomercury condensed heterocyclic compounds, we studied the use of mercury salts for ring closure of 2-thio-3-allylthieno[2,3-d] pyrimidines Ia-dwhich, like o-allylphenol, contain electron-donor and allyl groups: