N,N'-bis-(2-amino-ethyl)-N,N'-dimethyl-propane-1,3-diamine → 6-[2-({3-[(2-Amino-ethyl)-methyl-amino]-propyl}-methyl-amino)-ethylamino]-5,9-diaza-benzo[c]fluoren-7-one

HRID 496747

Reaktionsgleichung

[O:1]=[C:2]1[C:14]2[C:13](OS(C3C=CC(C)=CC=3)(=O)=O)=[N:12][C:11]3[CH:26]=[CH:27][CH:28]=[CH:29][C:10]=3[C:9]=2[C:8]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]1=2.[NH2:30][CH2:31][CH2:32][N:33]([CH3:42])[CH2:34][CH2:35][CH2:36][N:37]([CH2:39][CH2:40][NH2:41])[CH3:38]>ClCCl>[NH2:41][CH2:40][CH2:39][N:37]([CH3:38])[CH2:36][CH2:35][CH2:34][N:33]([CH3:42])[CH2:32][CH2:31][NH:30][C:13]1[C:14]2[C:2](=[O:1])[C:3]3[CH:4]=[N:5][CH:6]=[CH:7][C:8]=3[C:9]=2[C:10]2[CH:29]=[CH:28][CH:27]=[CH:26][C:11]=2[N:12]=1

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

A mixture of toluene-4-sulfonic acid 7-oxo-7H-5,9-diaza-benzo[c]fluoren-6-yl ester (102 mg) (the compound of Reference Example 6c-2) and N,N′-bis-(2-amino-ethyl)-N,N′-dimethyl-propane-1,3-diamine (0.8 ml) was stirred at 50° C. for 20 minutes. The reaction mixture was diluted with dichloromethane. The solution was washed with saturated NaHCO3 solution and dried over magnesium sulfate. The organic layer was evaporated to dryness. The residue was purified by silica gel column chromatography developed by dichloromethane-methanol-ammonia water (25%)=90:10:1. The desired product (37 mg) was obtained as a reddish oil.

Aufarbeitung

washThe solution was washed with saturated NaHCO3 solution
dry with materialdried over magnesium sulfate
customThe organic layer was evaporated to dryness
customThe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag: ord-159a4154ac624503b3af81291ec50d79
Quelldatensatz: uspto-grants-2005_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06946472B2

Verknüpfte Notizen

Wird geladen…