HRID4586

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7449

3-Nitrobenzaldehyde

C7H5NO3

HCID643756

未命名化合物

结构：CC(=O)CC(=O)OCCOC(=O)c1ccc(NC(C)=O)cc1

HCID20151269

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCCOC(=O)c2ccc(NC(C)=O)cc2)C1c1cccc([N+](=O)[O-])c1

HCID20151280

未命名化合物

收率 46%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

CONDITIONS

反应条件

温度: -5 °C

PROCEDURE

实验过程

20 g (0.07 moles) of 2-(4-acetylaminobenzoyloxy)ethyl acetylacetate, 8.41 (0.07 moles) of ethyl 3-aminocrotonate and 9.84 g (0.07 moles) of 3-nitrobenzaldehyde are heated under reflux in 65 ml of ethanol for 8 hours. The solvent is then evaporated, 15 ml of boiling methanol are added to the residue, the solution is discoloured with activated charcoal and cooled to -5° C. to obtain 2-(4-acetylaminobenzoyloxy)ethyl 2,6-dimethyl-5-ethoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate with half a molecule of ethanol as yellow crystals melting--after recrystallisation in ehtanol--at 157°-162° C. The yield is 46% of the theoretical yield.

WORKUP

后处理

customThe solvent is then evaporated
addition15 ml of boiling methanol are added to the residue

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e8342923f9524540becdf8521b43cb93
来源数据集: uspto-grants-1988_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04727066
来源说明: uspto-grants-1988_02

反应 SMILES

[C:1]([CH2:4][C:5]([O:7][CH2:8][CH2:9][O:10][C:11](=[O:22])[C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19](=[O:21])[CH3:20])=[CH:14][CH:13]=1)=[O:6])(=O)[CH3:2].[NH2:23]/[C:24](/[CH3:31])=[CH:25]\[C:26]([O:28][CH2:29][CH3:30])=[O:27].[N+:32]([C:35]1[CH:36]=[C:37]([CH:40]=[CH:41][CH:42]=1)[CH:38]=O)([O-:34])=[O:33]>C(O)C>[CH3:2][C:1]1[NH:23][C:24]([CH3:31])=[C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:38]([C:37]2[CH:40]=[CH:41][CH:42]=[C:35]([N+:32]([O-:34])=[O:33])[CH:36]=2)[C:4]=1[C:5]([O:7][CH2:8][CH2:9][O:10][C:11](=[O:22])[C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19](=[O:21])[CH3:20])=[CH:14][CH:13]=1)=[O:6]