Diels-alder reaction of (E)-4-(2-nitroethenyl)-1H-imidazoles and methyl (E)-3-(1-imidazol-4-yl)propenoates
✍ Scribed by Keigo Kosaka; Kazumi Maruyama; Haruko Nakamura; Masazumi Ikeda
- Book ID
- 112130199
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1991
- Tongue
- English
- Weight
- 285 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0022-152X
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Synthesis of (__Z__)‐ and (__E__)‐3‐(1__H__‐imidazol‐4‐yl)‐2‐propenamine and Some 3‐(1__H__‐imidazol‐4‐yl)propanamines 3‐(1__H__‐Imidazol‐4‐yl)propanamine (6, homohistamine), an essential intermediate for the synthesis of potent impromidine‐type histamine H~2~ receptor agonists, is efficiently prep
## Abstract magnified image Oxidation of metronidazole (**4**) with sodium dichromate yielded the corresponding 2‐(2‐methyl‐5‐nitro‐1__H__‐imidazol‐1‐yl)acetic acid (**5**) which was esterified with 1‐butanol to give butyl 2‐(2‐methyl‐5‐nitro‐1__H__‐imidazol‐1‐yl)acetate (**8**). Reaction of the l