Triethylamine → 1-(7-Bromo-3-nitroquinolin-4-ylamino)-2-methylpropan-2-ol

HRID 1818128Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1818128
C(N(CC)CC)C.[Br:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](Cl)=[C:14]([N+:19]([O-:21])=[O:20])[CH:15]=[N:16]2)=[CH:11][CH:10]=1.[NH2:23][CH2:24][C:25]([CH3:28])([OH:27])[CH3:26]>ClCCl>[Br:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([NH:23][CH2:24][C:25]([CH3:28])([OH:27])[CH3:26])=[C:14]([N+:19]([O-:21])=[O:20])[CH:15]=[N:16]2)=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 951022-Propanol, 1-amino-2-methyl-HCID 219843617-Bromo-4-chloro-3-nitroquinoline

Produkt 1

HCID 219844361-(7-Bromo-3-nitroquinolin-4-ylamino)-2-methylpropan-2-olAusbeute 78,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Triethylamine (17.35 mL, 124 mmol) was added to a solution of 7-bromo-4-chloro-3-nitroquinoline (29.84 g, 104 mmol) in dichloromethane (253 mL), and the reaction was cooled to 0° C. 1-Amino-2-methylpropan-2-ol (10.17 g, 114 mmol) was added dropwise, and then the reaction was allowed to warm to ambient temperature and stirred overnight. A precipitate formed and was isolated by filtration and washed with water. The crude solid was recrystallized from a mixture of isopropanol and acetonitrile to provide 27.78 g of 1-(7-bromo-3-nitroquinolin-4-ylamino)-2-methylpropan-2-ol as a solid.

Aufarbeitung

  1. temperatureto warm to ambient temperature
  2. customA precipitate formed
  3. customwas isolated by filtration
  4. washwashed with water
  5. customThe crude solid was recrystallized from a mixture of isopropanol and acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-f75c8b9a7ed14b4ba088bbcc1dd786f5
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07598382B2

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