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Fusions of pyrido[4′,3′:4,5]thieno[2,3-d]pyrimidines with N-heterocyclic moieties

✍ Scribed by E. Kh. Ahmed; U. Sensfuss; W. D. Habicher


Publisher
Journal of Heterocyclic Chemistry
Year
1999
Tongue
English
Weight
323 KB
Volume
36
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

Versatile 2‐thioxopyrimidine‐type building blocks ethyl 3‐(2‐ethoxy‐2‐oxoethyl)‐4‐oxo‐2‐thioxo‐1,2,3,4,5,6,7,8‐octahydropyrido[4′,3′:4,5]thieno[2,3‐d]pyrimidine‐7‐carboxylate (4) and ethyl 4‐oxo‐2‐thioxo‐1,2,3,4,5,6,7,8‐octahydropyrido[4′,3′:4,5]thieno[2,3‐d]pyrimidine‐7‐carboxylate (8) were synthesized from diethyl 2‐amino‐4,5,6,7‐tetrahydrothieno[2,3‐c]pyridine‐3,6‐dicarboxylate (1). Derivatives of linear and angular heterocyclic systems having the imidazole and 1,2,4‐triazole ring were obtained from the key intermediates 4 and 8, respectively.


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Ring closure reactions of pyrido[2,3-d]p
✍ Dang Van Tinh; Wolfgang Stadlbauer 📂 Article 📅 2008 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 419 KB

## Abstract magnified image The cyclocondensation of 5‐hydroxy‐pyrido[2,3‐__d__]pyrimidines **1** with malonates gives pyrano[2′,3′:4,5]‐pyrido[2,3‐__d__]pyrimidines **2**. Nitration of **1** and reduction with zinc in the presence of carboxylic acids/anhydrides gave 2‐alkyloxazolo[5′,4′:4,5]pyrid