Acetic Acid → 4-(3-Aminocarbonyl-2-methylanilino)-6,7-dimethoxy-3-quinolinecarboxamide

HRID 1822843

Reaktionsgleichung

Reaktionsgleichung von HRID 1822843
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:16]([NH2:18])=[O:17].[NH2:19][C:20]1[C:21]([CH3:29])=[C:22]([CH:26]=[CH:27][CH:28]=1)[C:23]([NH2:25])=[O:24].C(O)(=O)C.[OH-].[Na+]>CN(C=O)C.O>[NH2:25][C:23]([C:22]1[C:21]([CH3:29])=[C:20]([CH:28]=[CH:27][CH:26]=1)[NH:19][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:16]([NH2:18])=[O:17])=[O:24]

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 164957733-Amino-2-methylbenzamideHCID 221702044-Chloro-6,7-dimethoxyquinoline-3-carboxamide

Produkt 1

HCID 221702574-(3-Aminocarbonyl-2-methylanilino)-6,7-dimethoxy-3-quinolinecarboxamideAusbeute 63,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 4-chloro-6,7-dimethoxy-3-quinolinecarboxamide (0.046 g, 0.17 mmol), 3-amino 2-metylbenzamide (0.036 g, 0.24 mmol) and acetic acid (40 μl) in DMF (0.8 ml) was heated at 100° C. for 18 h. After cooling the reaction mixture was diluted with water (20 ml) and made alkaline with 1 M NaOH. The precipitate was filtered of, rinsed with water and dried to give the title compound (41 mg, 61%).

Aufarbeitung

  1. temperatureAfter cooling the reaction mixture
  2. filtrationThe precipitate was filtered of,
  3. washrinsed with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-0e0e4ca10d7b45ffa48a5b9c49223386
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07037925B2

Verknüpfte Notizen

Wird geladen…