HRID1030185

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8471

Triethylamine

C6H15N

2 次

HCID12368203

4-Iodo-1-phthalimido-pentane

C13H14INO2

2 次

结构：COc1cc(N)c2nccc(C)c2c1OCCCCCCc1ccccc1.Cl

HCID67914120

未命名化合物

PRODUCTS

生成物

结构：COc1cc(NC(C)CCCN2C(=O)c3ccccc3C2=O)c2nccc(C)c2c1OCCCCCCc1ccccc1

HCID54220042

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID3283

Diethyl Ether

C4H10O

PROCEDURE

实验过程

A stirred mixture of 8-amino-6-methoxy-4-methyl-5-(6-phenylhexoxy) quinoline hydrochloride (2.7 g, 0.007 mol), and 4-iodo-1-phthalimido-pentane (IPP) (3.0 g, 0.009 mol) was maintained at 100° C. while 1 ml of Et3N was added dropwise. After an additional 3 h of IPP and 1 ml of Et3N were added, heating was continued for 4 h and the mixture was allowed to cool, diluted with Et2O (100 ml), filtered, washed with saturated NaCl and dried (Na2SO4). Solvent removal provided a quantitative yield of 6-methoxy-4-methyl-8-(1-methyl-4-phthalimidobutylamino)-5-(6-phenylhexoxy) quinoline as a brown syrup which was used without further purification.

WORKUP

后处理

additionwas added dropwise
temperatureheating
temperatureto cool
filtrationfiltered
washwashed with saturated NaCl
dry with materialdried (Na2SO4)
customSolvent removal

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-bb58638cefad40edab3afe500b1ab0e6
来源数据集: uspto-grants-1992_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05104885
来源说明: uspto-grants-1992_04

反应 SMILES

Cl.[NH2:2][C:3]1[CH:4]=[C:5]([O:27][CH3:28])[C:6]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:7]2[C:12]=1[N:11]=[CH:10][CH:9]=[C:8]2[CH3:13].I[CH:30]([CH3:45])[CH2:31][CH2:32][CH2:33][N:34]1[C:38](=[O:39])[C:37]2=[CH:40][CH:41]=[CH:42][CH:43]=[C:36]2[C:35]1=[O:44].CCN(CC)CC>CCOCC>[CH3:28][O:27][C:5]1[C:6]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:7]2[C:12](=[C:3]([NH:2][CH:30]([CH3:45])[CH2:31][CH2:32][CH2:33][N:34]3[C:38](=[O:39])[C:37]4=[CH:40][CH:41]=[CH:42][CH:43]=[C:36]4[C:35]3=[O:44])[CH:4]=1)[N:11]=[CH:10][CH:9]=[C:8]2[CH3:13]