Carboxylic acid-catalyzed one-pot synthesis of cyanoacetylureas and their cyclization to 6-aminouracils in guanidine ionic liquid

Protic Ionic Liquids: Evolving Structure–Property Relationships and Expanding Applications

“…521 The heterocyclic 6-aminouracils were formed from cyanoacetylureas using TMG lactate for the ring closure. 522 Yields were obtained between 84% and 92%, with the IL able to be recovered and reused at least five times with little loss of yield. The precursor cyanoacetylureas were formed prior by a threecomponent condensation of aliphatic or aromatic amines with potassium cyanate using acetic acid or cyanoacetic acid as the catalyst.…”

“…The heterocyclic 6-aminouracils were formed from cyanoacetylureas using TMG lactate for the ring closure . Yields were obtained between 84% and 92%, with the IL able to be recovered and reused at least five times with little loss of yield.…”

Ionic liquids derived from organosuperbases: en route to superionic liquids

“…In 2004, Jiang and Wilkes independently reported the synthesis of protic guanidinium ionic liquids [HTMG]Lac and [HTMG]TFA by reacting 1,1,3,3-tetramethylguanidine with lactic acid (Lac) or triuoroacetic acid (TFA). 15,16 [HTMG]Lac is an effective homogeneous and recoverable catalyst in the Henry reaction, 14 synthesis of b-hydroxyketone, 17 pyrane, 18 3,4-dihydropyrimidinone, 19 thiazolidinedione, 20 aminothiophene, 21 cyanoacetylurea derivatives, 22 direct aldol condensation 23 and Michael reactions. 24 [HTMG]Lac also acts as a promoter for N-formylation of amines.…”

Novel pyrimidine derivatives: Synthesis, Molecular Docking Studies, and structure activity relationship

“…. Undoubtedly, heterocyclic molecules, especially those with nitrogen, oxygen, and Sulphur atoms, have important biological functions [11,12]. Pyrimidines are interesting heterocyclic systems with a range of biological and therapeutic effects [13][14][15][16].…”