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Nucleophilic addition to 3-methyl-1-(4-nitrophenyl)-2-phenyl-4,5-dihydroimidazolium iodide
✍ Scribed by Chizhong Xia; Yiqing Tang; Peiwen Zhou
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2000
- Tongue
- English
- Weight
- 247 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
Reactions of the 1,2‐diaryl 4,5‐dihydroimidazolium, represented by 3‐methyl‐1‐(4‐nitrophenyl)‐2‐phenyl‐4,5‐dihydroimidazolium iodide 1, with ethylenediamine afforded a benzylidyne unit transferred product, 2‐phenyl‐2‐imidazoline 2; a ring‐opened adduct 4 was produced when excess ethylenediamine was used. Reactions of 1 with hydroxylamine, malononitrile, and nitromethane anions produced ring‐opened products, 5, 7, and 8 respectively.
📜 SIMILAR VOLUMES
## Abstract 1__H__‐4,5‐Dihydroimidazolium salts 1 react readily with nucleophilic reagents originating cyclic products which may be stable or become transformed into acyclic compounds maintaining the structural ethylenediamine unit. With methylmagnesium iodide compound 1e affords the expected imida
The title compound, C~12~H~9~N~5~O~3~S~2~, was synthesized __via__ condensation of 1,2,4-oxadiazole chloromethane with 1,3,4-thiadiazolethiol. The benzene and oxadiazole rings are almost coplanar, making a twist angle of only 4.6 (3)°, but the thiadiazole ring deviates from the molecular plane, maki