1,2-Ethanediamine, N1,N1-bis(1-methylethyl)- → N-[2-(Diisopropylamino)ethyl]-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-nitrophenyl}urea

HRID 721555

Reaktionsgleichung

Reaktionsgleichung von HRID 721555
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[C:18]([N+:23]([O-:25])=[O:24])[CH:17]=1.C(N(CC)CC)C.ClC(Cl)(O[C:37](=[O:43])OC(Cl)(Cl)Cl)Cl.[CH:45]([N:48]([CH:52]([CH3:54])[CH3:53])[CH2:49][CH2:50][NH2:51])([CH3:47])[CH3:46]>C(Cl)(Cl)Cl.O>[CH:45]([N:48]([CH:52]([CH3:54])[CH3:53])[CH2:49][CH2:50][NH:51][C:37]([NH:20][C:19]1[CH:21]=[CH:22][C:16]([O:15][C:6]2[C:5]3[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=3)[N:9]=[CH:8][CH:7]=2)=[CH:17][C:18]=1[N+:23]([O-:25])=[O:24])=[O:43])([CH3:47])[CH3:46]

Komponenten

7

Edukt 4

HCID 84591,2-Ethanediamine, N1,N1-bis(1-methylethyl)-HCID 8471TriethylamineHCID 94429TriphosgeneHCID 218907304-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-nitroaniline

Produkt 1

HCID 21890395N-[2-(Diisopropylamino)ethyl]-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-nitrophenyl}ureaAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-nitroaniline (100 mg) was dissolved in chloroform (10 ml) and triethylamine (1 ml) to prepare a solution. A solution of triphosgene (131 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 10 min. Next, N1,N1-diisopropyl-1,2-ethanediamine (63 mg) was added thereto, and the mixture was further stirred at room temperature for one hr. Water was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by concentration. The residue was purified on a column using chloroform/methanol to give the title compound (103 mg, yield 70%).

Aufarbeitung

  1. stirringthe mixture was further stirred at room temperature for one hr
  2. customthe reaction
  3. extractionthe reaction solution was then extracted with chloroform
  4. concentrationfollowed by concentration
  5. customThe residue was purified on a column

Quellen und Nachweise

ORD-Eintrag
ord-2ed5e4946b954909a33a62e6cee1d9b7
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07135466B2

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