Acetone → HCID 18984428, Verbindung

HRID 5836

Reaktionsgleichung

Reaktionsgleichung von HRID 5836
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([CH:9]2[S:14][C:13]3[CH:15]=[CH:16][C:17]4[C:22]([C:12]=3[NH:11][C:10]2=[O:23])=[CH:21][CH:20]=[CH:19][CH:18]=4)[CH:6]=[CH:7][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].Cl.[CH3:33][N:34]([CH3:39])[CH2:35][CH2:36][CH2:37]Cl.CC(C)=O>O>[CH3:33][N:34]([CH3:39])[CH2:35][CH2:36][CH2:37][N:11]1[C:10](=[O:23])[CH:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:24])[F:25])[CH:4]=2)[S:14][C:13]2[CH:15]=[CH:16][C:17]3[C:22]([C:12]1=2)=[CH:21][CH:20]=[CH:19][CH:18]=3

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 943083-(Dimethylamino)propyl chloride hydrochlorideHCID 189844253-(3-trifluoromethylphenyl)-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one

Produkt 1

HCID 18984428HCID 18984428, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 3-(3-trifluoromethylphenyl)-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one (18.0 g), potassium carbonate (24.2 g), 3-(dimethylamino)propyl chloride hydrochloride (9.5 g), acetone (400 ml) and water (4 ml) is refluxed for 48 hours. The insoluble materials are filtered off and acetone is distilled off, and to the residue are added ethanol (200 ml) and 10 % hydrochloric acid (100 ml), and the mixture is refluxed for one hour. After ethanol is distilled off and the insoluble materials are filtered off, the resulting mixture is made alkaline with sodium hydrogen carbonate and extracted with ethyl acetate. The extract is distilled to remove the solvent to give 1-[3-(dimethylamino)-propyl]-3-(3-trifluoromethylphenyl)-1H-naphtho[2,1-b][1,4]-thiazin-2(3H)-one as oil.

Aufarbeitung

  1. temperatureis refluxed for 48 hours
  2. filtrationThe insoluble materials are filtered off
  3. distillationacetone is distilled off
  4. additionto the residue are added ethanol (200 ml) and 10 % hydrochloric acid (100 ml)
  5. temperaturethe mixture is refluxed for one hour
  6. distillationAfter ethanol is distilled off
  7. filtrationthe insoluble materials are filtered off
  8. extractionextracted with ethyl acetate
  9. distillationThe extract is distilled
  10. customto remove the solvent

Quellen und Nachweise

ORD-Eintrag
ord-97e988cbf7874191bfba8ed419f5f536
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246929

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