Arsenic Acid → 4,7-Bis(4-bromophenyl)-1,10-phenanthroline
Reaktionsgleichung
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[C:7]2[C:12]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=1.[As](=O)(O)(O)O.P(=O)(O)(O)O.[Br:29][C:30]1[CH:35]=[CH:34][C:33]([C:36](=O)[CH2:37][CH2:38]Cl)=[CH:32][CH:31]=1.[OH-].[K+]>>[Br:18][C:15]1[CH:16]=[CH:17][C:12]([C:7]2[C:6]3[C:11](=[C:2]4[C:3](=[CH:4][CH:5]=3)[C:36]([C:33]3[CH:34]=[CH:35][C:30]([Br:29])=[CH:31][CH:32]=3)=[CH:37][CH:38]=[N:1]4)[N:10]=[CH:9][CH:8]=2)=[CH:13][CH:14]=1Komponenten
6
Versuchsvorschrift
To a stirred solution of 8-amino-4-(4-bromophenyl)quinoline (2.0 g), arsenic acid (2.3 g) and orthophosphoric acid (6 mL) was added 1-(4-bromophenyl)-3-chloropropan-1-one (2.1 g). Care was taken during the addition that the temperature did not to exceed 120° C. The temperature was then ramped to 140° C. and kept there for 1.5 h. The reaction mixture was cooled to room temperature, poured onto ice and then made alkaline with 30% KOH. The precipitated solid was filtered off, washed with water and extracted with hot toluene. This solution was dried over MgSO4 and evaporated to give 4,7-bis(4-bromophenyl)-1,10-phenanthroline as confirmed by 1H NMR.
Aufarbeitung
- additionCare was taken during the addition that the temperature
- customto exceed 120° C
- customwas then ramped to 140° C.
- additionpoured onto ice
- filtrationThe precipitated solid was filtered off
- washwashed with water
- extractionextracted with hot toluene
- dry with materialThis solution was dried over MgSO4
- customevaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-62471c31e8f04c42afaa346c4067a588
- Quelldatensatz
- uspto-grants-2003_12
- Patentnummer
- US06664111B2
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