3-Nitrobenzaldehyde → HCID 19871199, compound

HRID 329869Notes

Reaction equation

HRID 329869 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[C:12]([O:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][N:24]([CH:27]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:23][CH2:22]1)(=[O:17])[CH2:13][C:14]([CH3:16])=O.[NH2:40]/[C:41](/[CH3:50])=[CH:42]\[C:43]([O:45][CH2:46][CH2:47][O:48][CH3:49])=[O:44]>C(O)(C)C>[CH3:16][C:14]1[NH:40][C:41]([CH3:50])=[C:42]([C:43]([O:45][CH2:46][CH2:47][O:48][CH3:49])=[O:44])[CH:7]([C:6]2[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[C:13]=1[C:12]([O:18][CH2:19][CH2:20][N:21]1[CH2:22][CH2:23][N:24]([CH:27]([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:25][CH2:26]1)=[O:17]

Participants

5

Reactant 3

HCID 74493-NitrobenzaldehydeHCID 11740518Butanoic acid, 3-oxo-, 2-[4-(diphenylmethyl)-1-piperazinyl]ethyl esterHCID 18318308HCID 18318308, compound

Product 1

HCID 19871199HCID 19871199, compoundYield 19.5%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of m-nitrobenzaldehyde, 2-(4-benzhydryl-1-piperazinyl)ethyl acetoacetate and 2-methoxyethyl 3-aminocrotonate was worked up in isopropyl alcohol in the same manner as Example 1 to give 2-(4-benzhydryl-1-piperazinyl)ethyl 2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate as a light yellow powder, m.p. 62°-66° C. (sintering). Yield 19.5%. IR(Nujol)cm-1 : 3300, 1685, 1675. NMR(CDCl3) δ: 2.33(6H,s, ##STR39## 2.5(2H,t,J=6,--CH2CH2N>), 3.29(3H, s,OCH3), 3.49(2H,t,J=4.5,--CH2CH2O--), 5.08(1H,s,C(4) --H), 5.77(1H,broad s, NH).

Sources & evidence

ORD record
ord-1d6c5a4fcb2f474fbd630aab5ba9cec9
Source dataset
uspto-grants-1990_01
Patent number
US04892875

Reaction notes

Loading…