N-(1,1-Dimethylethyl)-1,3-propanediamine → N-[3-[(1,1-Dimethylethyl)amino]propyl]-4,5-diphenyl-1H-imidazole-1-acetamide

HRID 1088295

Reaktionsgleichung

[C:1]1([C:7]2[N:8]=[CH:9][N:10]([CH2:18][C:19]([O:21]CC)=O)[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:24]([NH:28][CH2:29][CH2:30][CH2:31][NH2:32])([CH3:27])([CH3:26])[CH3:25].[H-].[H-].[H-].[H-].[Li+].[Al+3].C(NCCC#N)(C)(C)C>C1COCC1.C(Cl)Cl.O>[CH3:25][C:24]([NH:28][CH2:29][CH2:30][CH2:31][NH:32][C:19](=[O:21])[CH2:18][N:10]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=[CH:9]1)([CH3:27])[CH3:26]

Komponenten

Reaktionsbedingungen

Temperatur: 100 °C

Versuchsvorschrift

A mixture of 7.0 g (23 mmol) of ethyl 4,5-diphenyl-1H-imidazole-1-acetate of example 1 and 4.5 g (34.6 mmol) of 3-(t-butylamino)propylamine, conveniently made by LAH reduction of 3-(t-butylamino)propionitrile in THF, was heated at 100° C. for 8 hr. The residue was distributed between water and methylene chloride, and the methylene chloride layer was dried over MgSO4 and stripped. The residue was recrystallized from ether and then cyclohexane to yield 4.5 g of product, mp 94°-96° C.

Aufarbeitung

dry with materialthe methylene chloride layer was dried over MgSO4
customThe residue was recrystallized from ether

Quellen und Nachweise

ORD-Eintrag: ord-c994c8e965704442a0afefbd84abbe5a
Quelldatensatz: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04962120

Verknüpfte Notizen

Wird geladen…