Isopropyl isocyanate → HCID 67519360, Verbindung

HRID 1925462

Reaktionsgleichung

Reaktionsgleichung von HRID 1925462
[N+:1]([C:4]1[CH2:5][N:6]([NH:14][CH2:15][C:16]([CH3:19])([NH2:18])[CH3:17])[C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-:3])=[O:2].[CH:20]([N:23]=[C:24]=[O:25])([CH3:22])[CH3:21]>ClCCl>[CH3:17][C:16]([NH:18][C:24]([NH:23][CH:20]([CH3:22])[CH3:21])=[O:25])([CH3:19])[CH2:15][NH:14][N:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH2:5]1

Komponenten

4

Edukt 2

HCID 61277Isopropyl isocyanate3×HCID 86626603N1-(3-nitroquinolin-1-yl)-2-methylpropane-1,2-diamine

Produkt 1

HCID 67519360HCID 67519360, VerbindungAusbeute 99,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Under a nitrogen atmosphere, a suspension of N1-(3-nitroquinolin-1-yl)-2-methylpropane-1,2-diamine (60.0 g, 231 mmol) in dichloromethane (1.0 L) was chilled in an ice bath. Isopropyl isocyanate (23.8 mL, 242 mmol) was added dropwise over a period of 10 minutes. The reaction was allowed to slowly warm to room temperature. After 17 hours additional isopropyl isocyanate (about 2 mL) was added. After an additional 3 hours more isopropyl isocyanate (1 mL) was added. After 2 more hours the reaction mixture was concentrated under reduced pressure to provide 79.8 g of 1-{1,1-dimethyl-2-[(3-nitroquinolin-1-yl)amino]ethyl}-3-(1-methylethyl)urea as a bright yellow solid.

Aufarbeitung

  1. temperaturewas chilled in an ice bath
  2. concentrationAfter 2 more hours the reaction mixture was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a86b9f5b3f344df9a8e3be29a975353e
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08178677B2

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