Convenient synthesis of substituted 2-(2-iminocoumarin-3-yl)thieno[2,3-d]pyrimidin-4-ones
✍ Scribed by Pavlo E. Shynkarenko; Sergiy V. Vlasov; Sergiy M. Kovalenko; Svitlana V. Shishkina; Oleg V. Shishkin; Valentin P. Chernykh
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2010
- Tongue
- English
- Weight
- 185 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.219
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
magnified image The interaction of both 2‐iminocoumarin‐3‐carbonitriles and 2‐iminocoumarin‐3‐carbothioamides with 2‐aminothiophen‐3‐carboxamides lead to formation of 3‐(4‐oxo‐3,4‐dihydrothieno[2,3‐d]pyrimidin‐2‐yl)‐2‐iminocoumarins in two steps. The simplicity of the procedure, as well as the high yields of the target products make this method to be a good alternative of Knoevenagel condensation for the synthesis of 3‐(4‐oxo‐3,4‐dihydrothieno[2,3‐d]pyrimidin‐2‐yl)‐2‐iminocoumarins. J. Heterocyclic Chem., (2010).
📜 SIMILAR VOLUMES
## Abstract The carbodiimides **4**, obtained from reactions of iminophosphorane **3** with aromatic isocyanates, were reacted with secondary amines to give 2‐dialkylamino‐5‐ethyl‐6‐methyl‐thieno[2,3‐__d__]pyrimidin‐4(3__H__)‐ones **6** in the presence of catalytic amount of EtONa. Reactions of **4
## Abstract magnified image The thienopyridine derivative **2**, obtained from reaction of acetoacetic ester with **1** in the presence of tin tetrachloride, was treated with triphenylphosphine in hexachloroethane and Et~3~N to give iminophosphorane **3**. Iminophosphorane **3** reacted with pheny