Synthesis and Structure of 2-Substituted Thieno[3′,2′:5,6]pyrido[4,3-d]pyrimidin-4(3H)-one Derivatives
✍ Scribed by Jian-Chao Liu; Hong-Wu He; Ming-Wu Ding
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- German
- Weight
- 96 KB
- Volume
- 90
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
A series of new 2‐substituted 3‐(4‐chlorophenyl)‐5,8,9‐trimethylthieno[3′,2′: 5,6]pyrido[4,3‐d]pyrimidin‐4(3__H__)‐ones 8 were synthesized via an aza‐Wittig reaction. Phosphoranylideneamino derivatives 6a or 6b reacted with 4‐chlorophenyl isocyanate to give carbodiimide derivatives 7a or 7b, respectively, which were further treated with amines or phenols to give compounds 8 in the presence of a catalytic amount of EtONa or K~2~CO~3~. The structure of 2‐(4‐chlorophenoxy)‐3‐(4‐chlorophenyl)‐5,8,9‐trimethylthieno[3′,2′: 5,6]pyrido[4,3‐d]pyrimidin‐4(3__H__)‐one (8j) was comfirmed by X‐ray analysis.
📜 SIMILAR VOLUMES
## 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
## Abstract magnified image The carbodiimides **5**, obtained from reactions of iminophosphorane **4** with aromatic isocyanates, reacted with amines, phenols or ROH to give 2‐substituted 5,6,7,8‐tetrahydropyrido[4′,3′:4,5]thieno[2,3‐__d__]‐pyrimidin‐4(3__H__)‐one 7 in the presence of catalytic am
## Abstract Convenient syntheses of 3‐substituted ethyl 4‐oxo‐2‐thioxo‐1,2,3,4,5,6,7,8‐octahydropyrid[4′,3′:4,5]thieno[2,3‐d]pyrimidine‐7‐carboxylates **__3a, b, 6, 11–13__**, ethyl 3‐methyl‐5‐oxo‐2,3,6,9‐tetrahydro‐5 H‐pyrido[4′,3′:4,5]thieno[2,3‐d][1,3]thiazolo[3,2‐a]pyrimidine‐8‐7H‐carboxylate (