HRID464635

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID3759744

2-(4-Bromo-3-oxobutyl)-1H-isoindole-1,3(2H)-dione

C12H10BrNO3

结构：CCOC(=O)C1=C(COCC(N)=S)NC(C)=C(C(=O)OC)C1c1ccccc1Cl

HCID13457228

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)C1=C(COCc2nc(CCN3C(=O)c4ccccc4C3=O)cs2)NC(C)=C(C(=O)OC)C1c1ccccc1Cl

HCID70044281

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A mixture of 2-{[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}thioacetamide (2.19 g) and 1-bromo-4-phthalimido-2-butanone (1.48 g) in ethanol (50 ml) was heated under reflux for 4 hours and then evaporated. The residue was triturated with ether/hexane and the resulting solid collected, recrystallised from methanol and dried to give 2-{[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxymethyl}-4-(2-phthalimidoethyl)thiazole as a hemihydrate (1.73 g), m.p. 156°-157° C. Found: C,59.71; H,5.06; N,6.31. C32H29ClN3O7S.0.5H2O: requires C,59.58; H,4.80; N,6.51%.

WORKUP

后处理

temperaturewas heated
temperatureunder reflux for 4 hours
customevaporated
customThe residue was triturated with ether/hexane
customthe resulting solid collected
customrecrystallised from methanol
customdried

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b935ca7ad26b4904a13bbcdcb2be0842
来源数据集: uspto-grants-1985_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04548935
来源说明: uspto-grants-1985_10

反应 SMILES

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]([C:14]([O:16][CH3:17])=[O:15])=[C:12]([CH3:18])[NH:11][C:10]([CH2:19][O:20][CH2:21][C:22]([NH2:24])=[S:23])=[C:9]1[C:25]([O:27][CH2:28][CH3:29])=[O:26].Br[CH2:31][C:32](=O)[CH2:33][CH2:34][N:35]1[C:39](=[O:40])[C:38]2=[CH:41][CH:42]=[CH:43][CH:44]=[C:37]2[C:36]1=[O:45]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]([C:14]([O:16][CH3:17])=[O:15])=[C:12]([CH3:18])[NH:11][C:10]([CH2:19][O:20][CH2:21][C:22]2[S:23][CH:31]=[C:32]([CH2:33][CH2:34][N:35]3[C:39](=[O:40])[C:38]4=[CH:41][CH:42]=[CH:43][CH:44]=[C:37]4[C:36]3=[O:45])[N:24]=2)=[C:9]1[C:25]([O:27][CH2:28][CH3:29])=[O:26]