Pteridines. X. A New Approach to the Synthesis of Pteridines 1
✍ Scribed by Taylor, E. C.; Carbon, John A.; Hoff, Dale R.
- Book ID
- 127165745
- Publisher
- American Chemical Society
- Year
- 1953
- Tongue
- English
- Weight
- 647 KB
- Volume
- 75
- Category
- Article
- ISSN
- 0002-7863
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## Abstract A new synthesis of pteridines possessing a (substituted) (__Z__)‐3‐hydroxyprop‐1‐enyl group at C(6) is based on the acylation of 4‐amino‐5‐nitrosopyrimidines with dienoic acid chlorides, followed by a high‐yielding intramolecular hetero‐__Diels–Alder__ cycloaddition and cleavage of the
## Abstract Reaction of 2‐aminopyrazine 1 with isothiocyanate, isocyanate or dithioketal reagent furnished pteridines **3,4** in good yield. Thioxo compound **3a** was chlorinated, methylated and subsequently displaced by amines. A simple one‐step synthesis of heterocondensed pteridines **8–13** by