NMR studies on σ-adducts of heterocyclic systems with nucleophiles. VI—Carbon-13 nuclear magnetic resonance investigations on σ-adduct formation of pyrimidine and some of its derivatives with potassium amide in liquid ammonia
✍ Scribed by J. P. Geerts; H. C. van der Plas; A. van Veldhuizen
- Publisher
- John Wiley and Sons
- Year
- 1975
- Tongue
- English
- Weight
- 347 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
Carbon‐13 NMR spectra of the σ‐adduct complexes formed in liquid ammonia between the amide ion and some 2‐R‐pyrimidines, some 4‐chloro‐2‐R‐pyrimidines (R = dimethylamino‐, N‐methylanilino, piperidino‐, morpholino‐, phenyl‐), 5‐bromo‐2‐piperidinopyrimidine and pyrimidine itself are described, together with the carbon‐13 NMR spectra of the anions formed by amino‐proton abstraction resulting from the reaction of the amide ion with 2‐anilino‐4‐chloro‐, 4‐chloro‐2‐methylamino‐, 2‐anilino‐ and 2‐methylaminopyrimidine in liquid ammonia. Additionally, the carbon‐13 NMR spectra of the parent compounds of the anionic σ‐adducts and anions, and that of 4‐chloropyrimidine, were recorded in CDCl~3~.