| Autor: |
Asinger, F., Saus, A., Fichtner, E., Leuchtenberger, W. |
| Zdroj: |
Chemical Monthly / Monatshefte für Chemie; 1975, Vol. 106 Issue 6, p1461-1468, 8p |
| Abstrakt: |
On acylating 2 H-imidazole-4(3 H)-thiones the orange to violet crystalline N-1-acyl-2 H-imidazole-4(3 H)-thiones 1 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-2 H-imidazole-4(3 H)-thiones 13 a-16 a are stable on being heated to the melting point, while 1 a-12 a are converted quantitatively to the corresponding S-aroyl-2 H-imidazole-4-thiols 1-12. Rearrangement is faster when the heterocyclic ring bears bulky substituents. The aliphatic N-acyl compounds 17 a and 18 a are thermally unstable. This N → S acyl group migration, described here for the first time, is shown to proceed by an intermolecular mechanism. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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