HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-Ethyl 5-methyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2-methyl-6-phenyl-3,5-pyridinedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2-Butenoic acid, 3-amino-, ethyl ester | HCID 95308 | — |
| Reactant | Methyl alpha-(2,3-dichlorophenylmethylene)-beta-oxobenzenepropanoate | HCID 54098640 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | 3-Ethyl 5-methyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2-methyl-6-phenyl-3,5-pyridinedicarboxylate | HCID 86740962 | 9.3% |
Reaction Steps
Ammonia (0.5 ml, d=0.88) was added to a solution of methyl alpha-(2,3-dichlorophenylmethylene)-beta-oxobenzenepropanoate (2 g, 7.3 mmoles) and ethyl 3-amino-2-butenoate (0.77 g, 6.0 mmoles) in tert. butanol (8 ml) at 60°. The reaction was maintained at this temperature for 16 hours. The solvent was removed in vacuo and the residue was chromatographed on silica eluting with ethyl acetate/petroleum ether (60°-80°) mixtures. The title compound (0.25 g) was obtained after crystallisation from 2-propanol mp 185°-6°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04607041 |
| Source dataset | uspto-grants-1986_08 |
| ORD ID | ord-ca6b758a41b1446a97835c9225682751 |
| Source note | uspto-grants-1986_08 |