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3-(Dimethylamino)propyl chloride hydrochloride → Dimaprit hydrochloride

HRID 1704375
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1704375
[ClH:1].[CH3:2][N:3]([CH3:8])[CH2:4][CH2:5][CH2:6][Cl:7].[NH2:9][C:10]([NH2:12])=[S:11]>C(O)C>[ClH:7].[ClH:1].[CH3:2][N:3]([CH3:8])[CH2:4][CH2:5][CH2:6][S:11][C:10](=[NH:9])[NH2:12]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 943083-(Dimethylamino)propyl chloride hydrochlorideHCID 2723790Thiourea

Produkt 1

HCID 90045Dimaprit hydrochlorideAusbeute 79,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

3-(Dimethylamino)-1-chloropropane hydrochloride (79 g) in ethanol (300 ml) was added over a period of 5 mins to a mixture of thiourea (38 g) in ethanol (500 ml). The resultant mixture was boiled under reflux and ethanol (100 ml) was removed by distillation. Further quantities of 3-(dimethylamino)-1-chloropropane hydrochloride (8 g and 4 g) were added after 30 hrs and 54 hrs. refluxing. After the mixture had boiled under reflux for a total of 78 hours the solvent was removed by evaporation to give a moist solid which was filtered off and recrystallised from methanol/isopropanol to give the title product (92.9 g, 79%) m.p. 160.5°-161.5°.

Aufarbeitung

  1. temperatureunder reflux
  2. customethanol (100 ml) was removed by distillation
  3. additionFurther quantities of 3-(dimethylamino)-1-chloropropane hydrochloride (8 g and 4 g) were added after 30 hrs and 54 hrs
  4. temperaturerefluxing
  5. temperatureunder reflux for a total of 78 hours the solvent
  6. customwas removed by evaporation
  7. customto give a moist solid which
  8. filtrationwas filtered off
  9. customrecrystallised from methanol/isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-2da6704fc9ff4fcc872599f321e83aa4
Quelldatensatz
uspto-grants-1978_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04126670

Notizen zur Reaktion

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