Synthesis of [1,2,4]-triazolo[1,5-a]pyrimidines by Dimroth rearrangement of [1,2,4]-triazolo[4,3-a]pyrimidines: A theoretical and NMR study
✍ Scribed by Antonio Salgado; Carmen Varela; Ana María García Collazo; Fernando García; Paolo Pevarello; Ibon Alkorta; José Elguero
- Publisher
- Elsevier Science
- Year
- 2011
- Tongue
- English
- Weight
- 874 KB
- Volume
- 987
- Category
- Article
- ISSN
- 0022-2860
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📜 SIMILAR VOLUMES
Derivatives of the new ring system pyrazolo [3,4-d][1,2,3]triazolo[1,5-a]pyrimidine were synthesized from the corresponding angular isomers, through a Dimroth rearrangement, in quantitative yields. Preliminary computational studies demonstrated that this class of compounds could be a good candidate
## Abstract The condensation of malonoaldehyde derivatives with either a 3‐amino‐[1,2,4]‐triazole or a 3,5‐diamino‐[1,2,4]‐triazole precursor was studied. In agreement with previous reports, two different bicycles, namely, bearing the regioisomeric [1,2,4]triazolo[1,5‐a]pyrimidine (**1**) or[1,2,4]
The cation of the title molecule, C~5~H~5~N~4~ ^+^·Cl^−^, is strictly planar; it occupies a special position on a mirror plane. The protonation of the heterocycle takes place, as expected, at an N atom of the imidazole ring. This H atom is hydrogen bonded to the chloride anion.