HRID745182

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID68263

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

C7H6N4O

HCID12488261

N~1~-Methyl-N~1~-(2-phenylethyl)ethane-1,2-diamine

C11H18N2

HCID13655034

未命名化合物

HCID21584569

未命名化合物

PRODUCTS

生成物

结构：CC(C)N(CCS(=O)(=O)c1ccccc1)C(=O)NCCN(C)CCc1ccccc1.CC(C)N(CCS(=O)(=O)c1ccccc1)C(=O)NCCN(C)CCc1ccccc1.O

HCID70419535

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

溶剂HCID21911965

未命名化合物

PROCEDURE

实验过程

A solution of 1,1'-carbonyldiimidazole (8.12 g, 0.05 mole) and N-methyl-N-(2-phenylethyl)-1,2-ethanediamine, 8.0 g (0.0045 mole) in 300 ml of tetrahydrofuran was stirred for 2 hours at room temperature. To the mixture was added 9.37 g (0.0412 mole) of 1-methyl-N-[2-(phenylsulfonyl)ethyl]ethanamine and the reaction was heated at gentle reflux overnight. The reaction was stripped to dryness and dissolved in chloroform-diethyl ether (50-50 v/v) and extracted with water. The organic phase was extracted with 1N sulfuric acid. (Approximately half the product was extracted with acid and half remained in the organic layer). The organic layer was extracted with dilute sodium hydroxide, dried, filtered, and the solvent removed to give an oil. The oil was subjected to column chromatography on Silica Gel using acetone-ethyl acetate as a eluant. This furnished 0.5 g (2.8%) of oil.

WORKUP

后处理

temperaturethe reaction was heated
temperatureat gentle reflux overnight
extractionextracted with water
extractionThe organic phase was extracted with 1N sulfuric acid
extraction(Approximately half the product was extracted with acid and half
extractionThe organic layer was extracted with dilute sodium hydroxide
customdried
filtrationfiltered
customthe solvent removed
customto give an oil

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-0ae0a9dc6c934b61a16309de49d0b18f
来源数据集: uspto-grants-1986_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04597902
来源说明: uspto-grants-1986_07

反应 SMILES

C(N1C=CN=C1)(N1C=CN=C1)=[O:2].[CH3:13][N:14]([CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:15][CH2:16][NH2:17].[CH3:26][CH:27]([NH:29][CH2:30][CH2:31][S:32]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)(=[O:34])=[O:33])[CH3:28].C[C:42](C)=[O:43].[C:45](OCC)(=[O:47])C>O1CCCC1.C(Cl)(Cl)Cl.C(OCC)C>[OH2:2].[CH3:28][CH:27]([N:29]([CH2:30][CH2:31][S:32]([C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)(=[O:33])=[O:34])[C:42]([NH:17][CH2:16][CH2:15][N:14]([CH3:13])[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:43])[CH3:26].[CH3:28][CH:27]([N:29]([CH2:30][CH2:31][S:32]([C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)(=[O:33])=[O:34])[C:45]([NH:17][CH2:16][CH2:15][N:14]([CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH3:13])=[O:47])[CH3:26]