HRID621539

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID222

Ammonia gas

H3N

HCID12529177

未命名化合物

结构：CC(=O)C(=Cc1cccc([N+](=O)[O-])c1)C(=O)OCC1CC1

HCID53956239

未命名化合物

PRODUCTS

生成物

结构：CC1=C(C(=O)OCCN(C)Cc2ccc(Cl)cc2)C(c2cccc([N+](=O)[O-])c2)C(C(=O)OCC2CC2)=C(C)N1

HCID14100093

未命名化合物

收率 56.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A mixture of 10.0 g (35 mmol) of 2-[N-(4-chlorobenzyl)-N-methylamino]-ethyl acetoacetate, 10.2 g (35 mmol) of cyclopropylmethyl 2-(3-nitrobenzylidene)acetoacetate, 2.9 ml of 28% aqueous ammonia and 50 ml of ethanol was stirred at the reflux temperature for 7 hours, and then the solvent was removed under reduced pressure. The residue was chromatographed on silica gel column and crystallized from methanol to afford 3-[2-[N-(4-chlorobenzyl)-N-methylamino]ethyl] 5-cyclopropylmethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate (11.0 g, 56.3%) as yellow crystals.

WORKUP

后处理

customthe solvent was removed under reduced pressure
customThe residue was chromatographed on silica gel column
customcrystallized from methanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b139cdff21cb47c79f58df178d5965b9
来源数据集: uspto-grants-1989_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04824855
来源说明: uspto-grants-1989_04

反应 SMILES

[C:1]([O:7][CH2:8][CH2:9][N:10]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)[CH3:11])(=[O:6])[CH2:2][C:3]([CH3:5])=O.[N+:20]([C:23]1[CH:24]=[C:25]([CH:38]=[CH:39][CH:40]=1)[CH:26]=[C:27]([C:35]([CH3:37])=O)[C:28]([O:30][CH2:31][CH:32]1[CH2:34][CH2:33]1)=[O:29])([O-:22])=[O:21].[NH3:41]>C(O)C>[CH3:5][C:3]1[NH:41][C:35]([CH3:37])=[C:27]([C:28]([O:30][CH2:31][CH:32]2[CH2:34][CH2:33]2)=[O:29])[CH:26]([C:25]2[CH:38]=[CH:39][CH:40]=[C:23]([N+:20]([O-:22])=[O:21])[CH:24]=2)[C:2]=1[C:1]([O:7][CH2:8][CH2:9][N:10]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)[CH3:11])=[O:6]