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4-(3-Chloropropyl)morpholine → 4,4'-[1,3,4-Thiadiazole-2,5-diylbis(sulfanediylpropane-3,1-diyl)]bis(morpholine)

HRID 616420
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 616420
[K].[K].[SH:3][C:4]1[S:5][C:6]([SH:9])=[N:7][N:8]=1.Cl[CH2:11][CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>O>[N:14]1([CH2:13][CH2:12][CH2:11][S:3][C:4]2[S:5][C:6]([S:9][CH2:11][CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[N:7][N:8]=2)[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1
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Komponenten

4

Edukt 2

HCID 958344-(3-Chloropropyl)morpholineHCID 178527977HCID 178527977, Verbindung

Produkt 1

HCID 203702304,4'-[1,3,4-Thiadiazole-2,5-diylbis(sulfanediylpropane-3,1-diyl)]bis(morpholine)

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 17.0 grams (0.075 mole) of 2,5-dimercapto-1,3,4-thiadiazole dipotassium salt and 24.5 grams (0.150 mole) of 4-(3-chloropropyl)-morpholine in 170 ml of water was heated under reflux with stirring for two hours. The mixture was then cooled to between 28 and 30° C and extracted with benzene. The benzene extract was washed with a saturated sodium chloride solution and dried over anhydrous sodium carbonate. After removal of the drying agent by filtration, the solution was evaporated to dryness, leaving the 2,5-bis(3-(4-morpholinyl)propylthio)-1,3,4-thiadiazole as a pale yellow oil. The product was recrystallized from methylcyclohexane to give white crystals with a melting point of 65.5°-66° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperatureThe mixture was then cooled to between 28 and 30° C
  4. extractionextracted with benzene
  5. extractionThe benzene extract
  6. washwas washed with a saturated sodium chloride solution
  7. dry with materialdried over anhydrous sodium carbonate
  8. customAfter removal of the drying agent
  9. filtrationby filtration
  10. customthe solution was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-7c5f94cf5ce54615acff29edb14e6881
Quelldatensatz
uspto-grants-1978_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04074049

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