HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Nitrobenzaldehyde → 2,6-Dimethyl-3,5-dicarboxy-4-(2-nitrophenyl)-1,4-dihydropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Nitrobenzaldehyde | HCID 11101 | — |
| Reactant | Acetoacetate | HCID 6971017 | — |
| Reactant | 3-Aminocrotonate | HCID 22250386 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2,6-Dimethyl-3,5-dicarboxy-4-(2-nitrophenyl)-1,4-dihydropyridine | HCID 12073311 | 66.7% |
Reaction Steps
In 30 ml of isopropyl alcohol was dissolved 1 g of 2-nitratoethyl acetoacetate, 1.1 g of 3-nitratopropyl 3-aminocrotonate and 0.79 g of 2-nitrobenzaldehyde. The solution was treated in the manner described in Example 1 to obtain a residue, which was then subjected to column chromatography on silica gel (eluted with n-hexane-acetone=5:2) and recrystallized from ether to obtain 1.11 g of 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-(2-nitratoethyl) ester-5-(3-nitratopropyl) ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04472411 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-08dbe3d0d0fa45b89035b3c59083c04d |
| Source note | uspto-grants-1984_09 |