Dimethylamine → 1-(2-Dimethylaminoacetyl)-7-nitro-1,2,3,4-tetrahydroquinoline

HRID 514277Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 514277
Cl[CH2:2][C:3]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=2)[CH2:8][CH2:7][CH2:6]1)=[O:4].[CH3:18][NH:19][CH3:20]>C1COCC1>[CH3:18][N:19]([CH3:20])[CH2:2][C:3]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=2)[CH2:8][CH2:7][CH2:6]1)=[O:4]

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 125783601-(Chloroacetyl)-7-nitro-1,2,3,4-tetrahydroquinoline

Produkt 1

HCID 569786941-(2-Dimethylaminoacetyl)-7-nitro-1,2,3,4-tetrahydroquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

2-chloro-1-(7-nitro-3,4-dihydroquinolin-1(2H)-yl)ethanone (1 g, 3.9 mmol) was dissolved in 10 ml of dry THF and 7.8 ml of a 1M solution of dimethylamine in THF (7.8 mmol) were added. This reaction mixture was stirred at ambient temperature for 24 h. The solvent was removed under reduced pressure and the residue was crystallized from diethyl ether to give the expected compound 2-(dimethylamino)-1-(7-nitro-3,4-dihydroquinolin-1(2H)-yl)ethanone in the form of a brown solid (m.p. 130-132° C.).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was crystallized from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-cd2b27b1c68a47efa7c8d8fdd3eef707
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09107848B2

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