HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Nitrobenzaldehyde → 2-(4-Benzyl-1-piperazinyl)ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Nitrobenzaldehyde | HCID 7449 | — |
| Reactant | Methyl 3-aminocrotonate | HCID 643918 | — |
| Reactant | 2-(4-Benzylpiperazin-1-yl)ethyl 3-oxobutanoate | HCID 19871215 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2-(4-Benzyl-1-piperazinyl)ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate | HCID 19871200 | 86% |
Reaction Steps
A mixture of m-nitrobenzaldehyde, 2-(4-benzyl-1-piperazinyl)ethyl acetoacetate and methyl 3-aminocrotonate was worked up in isopropyl alcohol in the same manner as Example 1 to give 2-(4-benzyl-1-piperazinyl)ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate as a light yellow powder, m.p. 106°-108° C. (sintering). Yield 86.0%. IR(Nujol)cm-1 : 3325. NMR(CDCl3) δ: 2.33(6H,s, ##STR33## 3.46(2H,s,C6H5CH2 --), 3.61(3H,s,COOCH3), 4.14(2H,t,J=6,--COOCH2CH2 --), 5.09(1H,s,C(4) --H), 5.82(1H,s,NH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04892875 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-7fa76f2a96de45bcbca964023b673864 |
| Source note | uspto-grants-1990_01 |