HRID848560

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7497

N,N-Diethylethanolamine

C6H15NO

2 次

HCID68263

1,1'-Carbonylbis(1H-imidazole)

C7H6N4O

$反应SMILES：CCCCCCCCCCNC(=O)C=Cc1cccc(NC(=O)/C=C\C(=O)O)c1$

HCID86738051

未命名化合物

PRODUCTS

产物

$反应SMILES：CCCCCCCCCCNC(=O)C=Cc1cccc(NC(=O)/C=C\C(=O)OCCN(CC)CC)c1$

HCID86738054

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

To a stirred solution of 800 mg. of N-decyl-3-(3-[cis-3-carboxypropenamido]phenyl)propenamide in 25 ml. of tetrahydrofuran is added 357 mg. of carbonyldiimidazole. The mixture is heated under reflux for 10 minutes, and then 258 mg. of 2-(N,N-diethylamino)ethanol is added. The mixture is again heated under reflux for 10 minutes, and then an additional 258 mg. of 2-(N,N-diethylamino)ethanol is added. The mixture is heated under reflux for 15 minutes and then it is cooled to room temperature. The solvent is removed by evaporation in vacuo, and the residue is dissolved in 75 ml. of ethyl acetate. The ethyl acetate solution is washed successively with water, 1 N sodium hydroxide, water and saturated sodium chloride solution. The ethyl acetate solution is then dried and evaporated in vacuo to give the title compound.

WORKUP

后处理

temperatureThe mixture is heated
temperatureunder reflux for 10 minutes
temperatureThe mixture is again heated
temperatureunder reflux for 10 minutes
temperatureThe mixture is heated
temperatureunder reflux for 15 minutes
customThe solvent is removed by evaporation in vacuo
dissolutionthe residue is dissolved in 75 ml
washThe ethyl acetate solution is washed successively with water, 1 N sodium hydroxide, water and saturated sodium chloride solution
dry with materialThe ethyl acetate solution is then dried
customevaporated in vacuo

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-2c0479c796ca48ca913a949144e53954
来源数据集: uspto-grants-1981_10
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US04296129
来源说明: uspto-grants-1981_10

反应SMILES

[CH2:1]([NH:11][C:12](=[O:29])[CH:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([NH:21][C:22](=[O:28])/[CH:23]=[CH:24]\[C:25]([OH:27])=[O:26])[CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH2:42]([N:44]([CH2:47][CH2:48]O)[CH2:45][CH3:46])[CH3:43]>O1CCCC1>[CH2:1]([NH:11][C:12](=[O:29])[CH:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([NH:21][C:22](=[O:28])/[CH:23]=[CH:24]\[C:25]([O:27][CH2:43][CH2:42][N:44]([CH2:47][CH3:48])[CH2:45][CH3:46])=[O:26])[CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]