HRID581394

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCOC(=O)C(C(=O)OCC)N1C(=O)c2ccccc2C1=O

HCID79760

Propanedioic acid, (1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-, diethyl ester

C15H15NO6

HCID11035192

Benzoic acid, 3-amino-4-chloro-, dodecyl ester

C19H30ClNO2

PRODUCTS

生成物

结构：CCCCCCCCCCCCOC(=O)c1ccc(Cl)c(NC(=O)C(C(=O)OCC)N2C(=O)c3ccccc3C2=O)c1

HCID54092708

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

Diethyl 2-phthalimidomalonate (15.26 g, 50.0 mmol) and n-dodecyl 3-amino-4-chlorobenzoate (16.99 g, 50.0 mmol) were added to toluene (300 ml) and refluxed under Dean and Stark conditions for 5 days, occasionally removing a small amount of distillate and replenishing the solvent as necessary. The reaction was followed by TLC (1:2 ethyl acetate:60-80° C. petroleum ether), the Rf of the product being between that of the two starting materials. The toluene was removed on the rotary evaporator and on standing the viscous oil solidified. Crystallization from 60-80° C. petroleum ether gave a white solid, 13.92 g, 47%

WORKUP

后处理

temperaturerefluxed under Dean and Stark conditions for 5 days
customoccasionally removing a small amount of distillate
customwas followed by TLC (1:2 ethyl acetate:60-80° C. petroleum ether)
customThe toluene was removed on the rotary evaporator
customCrystallization from 60-80° C. petroleum ether
customgave a white solid, 13.92 g, 47%

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f021d0992c50471491f68839f0540cc3
来源数据集: uspto-grants-1999_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05919969
来源说明: uspto-grants-1999_07

反应 SMILES

[C:1]1(=[O:22])[N:5]([CH:6]([C:12](OCC)=[O:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:4](=[O:17])[C:3]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:2]12.[NH2:23][C:24]1[CH:25]=[C:26]([CH:42]=[CH:43][C:44]=1[Cl:45])[C:27]([O:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[O:28]>C1(C)C=CC=CC=1>[Cl:45][C:44]1[CH:43]=[CH:42][C:26]([C:27]([O:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[O:28])=[CH:25][C:24]=1[NH:23][C:12](=[O:13])[CH:6]([N:5]1[C:1](=[O:22])[C:2]2=[CH:21][CH:20]=[CH:19][CH:18]=[C:3]2[C:4]1=[O:17])[C:7]([O:9][CH2:10][CH3:11])=[O:8]