Sodium Chloride → 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril

HRID 1154955Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1154955
[CH3:1][N:2]1[C:12]2[C:7](=[CH:8][C:9]([OH:13])=[CH:10][CH:11]=2)[CH2:6][CH2:5][C:3]1=[O:4].[OH-].[K+].[I-].[Na+].[CH3:18][N:19]([CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1)[C:20](=[O:25])[CH2:21][CH2:22][CH2:23]Cl.[Na+].[Cl-]>CS(C)=O>[CH3:1][N:2]1[C:12]2[C:7](=[CH:8][C:9]([O:13][CH2:23][CH2:22][CH2:21][C:20]([N:19]([CH:26]3[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]3)[CH3:18])=[O:25])=[CH:10][CH:11]=2)[CH2:6][CH2:5][C:3]1=[O:4]

Komponenten

7

Edukt 5

HCID 5234Sodium ChlorideHCID 5238Sodium IodideHCID 14797Potassium HydroxideHCID 132082974-Chloro-N-cyclohexyl-N-methylbutanamideHCID 219318286-Hydroxy-1-methyl-3,4-dihydroquinolin-2(1H)-one

Produkt 1

HCID 155729261-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

3.4 Grams of 1-methyl-6-hydroxy-3,4-dihydrocarbostyril, 0.9 g of potassium hydroxide, 3.2 g of sodium iodide and 5.0 g of N-methyl-N-(4-chlorobutyryl)-cyclohexylamine are added to 50 ml of dimethylsulfoxide and agitated at 70° to 80° C. for 4.5 hours. After the reaction, the reaction solution is poured into 400 ml of saturated NaCl solution and the precipitated crystals are filtered out and washed with water. The resultant crude crystals are recrystallized from ligroin to obtain 3.1 g of 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril in the form of colorless needle-like crystals with melting point of 104.5°-106.5° C.

Aufarbeitung

  1. customAfter the reaction
  2. filtrationthe precipitated crystals are filtered out
  3. washwashed with water
  4. customThe resultant crude crystals are recrystallized from ligroin

Quellen und Nachweise

ORD-Eintrag
ord-aa3ec323e8884819b08c252bec27136e
Quelldatensatz
uspto-grants-1981_11
Patentnummer
US04298739

Notizen zur Reaktion

Wird geladen…