| Autor: |
Asinger, F., Saus, A., Fichtner, E., Leuchtenberger, W. |
| Zdroj: |
Monatshefte für Chemie / Chemical Monthly; November 1975, Vol. 106 Issue: 6 p1461-1468, 8p |
| Abstrakt: |
On acylating 2H-imidazole-4(3H)-thiones the orange to violet crystalline N-1-acyl-2H-imidazole-4(3H)-thiones1 a–18 a are formed, the thermal stability of which depends on the acyl group and the substituents in the heterocyclic ring system. Thus the N-aroyl-2,2,5-trimethyl-2H-imidazole-4(3H)-thiones13 a–16 a are stable on being heated to the melting point, while1 a–12 a are converted quantitatively to the corresponding S-aroyl-2H-imidazole-4-thiols1–12. Rearrangement is faster when the heterocyclic ring bears bulky substituents. The aliphatic N-acyl compounds17 a and18 a are thermally unstable. This N ? S acyl group migration, described here for the first time, is shown to proceed by an intermolecular mechanism. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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