1,2-Dichloroethane → HCID 178423700, Verbindung

HRID 267915

Reaktionsgleichung

Reaktionsgleichung von HRID 267915
[CH3:1][CH:2]1[NH:6][C:5](=O)[CH2:4][CH2:3]1.P(Cl)(Cl)([Cl:10])=O.[CH:13]1[C:26]2[NH:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[S:18][C:17]=2[CH:16]=[CH:15][CH:14]=1.[OH-].[K+].Cl[CH2:30]CCl>>[ClH:10].[CH3:30][SH:18]1[C:17]2[C:26](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:25][C:24]2[C:23]([C:5]3[CH2:4][CH2:3][CH:2]([CH3:1])[N:6]=3)=[CH:22][CH:21]=[CH:20][C:19]1=2

Komponenten

6

Edukt 5

HCID 111,2-Dichloroethane2×HCID 7108PhenothiazineHCID 14797Potassium HydroxideHCID 24813Phosphorus oxychlorideHCID 660555-Methyl-2-pyrrolidone

Produkt 1

HCID 178423700HCID 178423700, VerbindungAusbeute 17 %

Versuchsvorschrift

A mixture of 5-methyl-2-pyrrolidinone (6.0 g., 0.06 mole), phosphorus oxychloride (9.2 g., 0.06 mole) in 60 ml. of 1,2-dichloroethane is refluxed for 10 min. A solution of phenothiazine (6.0 g., 0.03 mole) in 20 ml. of 1,2-dichloroethane is added at the end of the reflux period and the reaction mixture stirred and refluxed for 20 hr., and then poured onto 20 ml. of 5N potassium hydroxide and 20 g. of crushed ice. The 1,2-dichloroethane layer is separated and extracted with 30 ml. of 1.5N hydrochloric acid and 30 ml. of water removing water soluble by-product 10-[2-(5-methyl-1-pyrrolinyl)]-phenothiazine hydrochloride. After drying the 1,2-dichloroethane solution over magnesium sulfate, the 1,2-dichloroethane solution is concentrated and the solid thus obtained stirred with 40 ml. of acetone and filtered. Crystallization of the filtercake from ethanol-ether provides analytically pure 10-[5-METHYL-1-(5-METHYL-1 -PYRROLIN-2-YL]PHENOTHIAZINE HYDROCHLORIDE in a yield of 17%, m.p. 257°-264° C. (corr.).

Aufarbeitung

  1. temperaturerefluxed for 20 hr
  2. addition, and then poured onto 20 ml
  3. customThe 1,2-dichloroethane layer is separated
  4. extractionextracted with 30 ml
  5. customof water removing water soluble by-product 10-[2-(5-methyl-1-pyrrolinyl)]-phenothiazine hydrochloride
  6. dry with materialAfter drying the 1,2-dichloroethane solution over magnesium sulfate
  7. concentrationthe 1,2-dichloroethane solution is concentrated
  8. customthe solid thus obtained
  9. stirringstirred with 40 ml
  10. filtrationof acetone and filtered
  11. customCrystallization of the filtercake from ethanol-ether

Quellen und Nachweise

ORD-Eintrag
ord-be28f5f9e3d545928b4392e148b1dfae
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03946004

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