Reactions of Uracils, Some Aspects of the Chemistry of Pyrido[2,3-d]pyrimidines. A Novels-Triazolo[4′,3′:1,6]pyrido[2,3-d]pyrimidine
✍ Scribed by Mátyus, Péter ;Sohár, Pál ;Wamhoff, Heinrich
- Publisher
- John Wiley and Sons
- Year
- 1984
- Tongue
- English
- Weight
- 453 KB
- Volume
- 1984
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
The novel 7‐hydrazino‐1,3‐dimethylpyrido[2,3‐d]pyrimidine‐2,4(1__H__,3__H__)‐dione (2) gives the hydrazine derivatives 3, 5, 6, 8, and 10. The s‐triazolo[4′,3′: 1,6]pyrido[2,3‐d]pyrimidine 4 is prepared from 3, while the attempted cyclizations of 5, 6, and 8 failed. Two pyrido[2,3‐d]pyrimidines substituted in position 6 are prepared, 13a from 11 and benzoylacetonitrile, 16 by photo‐Fries rearrangement of 15. In CDCl~3~ solution and in solid phase predominates the tautomeric OH form 161.
📜 SIMILAR VOLUMES
## Abstract For Abstract see ChemInform Abstract in Full Text.
## 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