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Hydrochloric Acid → 2-Chloro-11-[beta-(methylamino)ethylthio]dibenzo[b,f]thiepin hydrochloride

HRID 867405
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 867405
[Cl:1][C:2]1[CH:30]=[CH:29][C:5]2[S:6][C:7]3[CH:28]=[CH:27][CH:26]=[CH:25][C:8]=3[CH:9]=[C:10]([S:11][CH2:12][CH2:13][N:14](C)[C:15](OC3C=CC=CC=3)=O)[C:4]=2[CH:3]=1.[OH-].[K+].Cl>C(O)CO>[ClH:1].[Cl:1][C:2]1[CH:30]=[CH:29][C:5]2[S:6][C:7]3[CH:28]=[CH:27][CH:26]=[CH:25][C:8]=3[CH:9]=[C:10]([S:11][CH2:12][CH2:13][NH:14][CH3:15])[C:4]=2[CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 155683262-chloro-11-[beta-(N-methyl-N-phenoxycarbonylamino)ethylthio]dibenzo[b,f]thiepin

Produkt 1

HCID 127949572-Chloro-11-[beta-(methylamino)ethylthio]dibenzo[b,f]thiepin hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 174Ethylene GlycolLösungsmittel

Versuchsvorschrift

A solution of 5.6 g of 2-chloro-11-[β-(N-methyl-N-phenoxycarbonylamino)ethylthio]dibenzo[b,f]thiepin, Example 6, 127 ml of ethylene glycol and 10.8 g of potassium hydroxide is stirred at 150°-155° C. for 30 minutes. Thereafter the reaction mixture is poured onto 300 ml of ice-water and the aqueous mixture is extracted with an ether-toluene (1:1) mixture. The combined extracts, successively, are washed well with water, dried and filtered and the filtrate evaporated leaving an orange oil. The oil is converted to its hydrogen chloride acid salt which is recrystallized from a methanol-acetone-ether mixture to give the product, mp 194°-196° C. of 2-chloro-11-[β-(methylamino)ethylthio]dibenzo[b,f]thiepin hydrochloride.

Aufarbeitung

  1. extractionthe aqueous mixture is extracted with an ether-toluene (1:1) mixture
  2. washThe combined extracts, successively, are washed well with water
  3. customdried
  4. filtrationfiltered
  5. customthe filtrate evaporated
  6. customleaving an orange oil
  7. customis recrystallized from a methanol-acetone-ether mixture

Quellen und Nachweise

ORD-Eintrag
ord-7547ced589aa428b8e7feb5c7f2683d9
Quelldatensatz
uspto-grants-1988_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04775672

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