HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl acetoacetate → dimethyl 4-[2-[(E)-4-chloro-2-butenyloxy]-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | Methyl 3-aminocrotonate | HCID 643918 | — |
| Reactant | 2-[(E)-4-chloro-2-butenyloxy]-5-nitrobenzaldehyde | HCID 14050496 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | dimethyl 4-[2-[(E)-4-chloro-2-butenyloxy]-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate | HCID 14050497 | 48.8% |
Reaction Steps
5.2 g of 2-[(E)-4-chloro-2-butenyloxy]-5-nitrobenzaldehyde, 2.4 g of methyl acetoacetate and 2.3 g of methyl 3-aminocrotonate was dissolved in 30 ml of iso-propanol, and the solution obtained was refluxed for 3.5 hours under heating. After cooling, the precipitated crystals were collected by filtration to give 4.4 g of dimethyl 4-[2-[(E)-4-chloro-2-butenyloxy]-5-nitrophenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate. (mp. 206°-207° C.). The product obtained was used directly for the next process without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04727082 |
| Source dataset | uspto-grants-1988_02 |
| ORD ID | ord-062c826e74c641139e59148b875c82f5 |
| Source note | uspto-grants-1988_02 |