Hydrochloric Acid → 2-[(2-Aminoethyl)thiomethyl]pyrazine hydrochloride

HRID 27508

Reaktionsgleichung

Reaktionsgleichung von HRID 27508
[Cl:1][CH2:2][C:3]1[CH:8]=[N:7][CH:6]=[CH:5][N:4]=1.[Na].Cl.[NH2:11][CH2:12][CH2:13][SH:14].Cl>C(O)C>[ClH:1].[NH2:11][CH2:12][CH2:13][S:14][CH2:2][C:3]1[CH:8]=[N:7][CH:6]=[CH:5][N:4]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 9082Cysteamine HydrochlorideHCID 170169Pyrazine, 2-(chloromethyl)-HCID 5360545Sodium

Produkt 1

HCID 205578042-[(2-Aminoethyl)thiomethyl]pyrazine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2-Chloromethylpyrazine (6.4 g.) was added over 20 minutes to a solution freshly prepared from sodium (0.23 g.) in ethanol (50 ml.) to which cysteamine hydrochloride (5.7 g.) had been added gradually at 0° and stirred at this temperature for 2 hours. The suspension finally obtained was stirred at room temperature overnight, acidified with hydrochloric acid (pH 5) and concentrated under reduced pressure. The dry residue was extracted with ethanol and the extracts filtered and concentrated to give the crude product. Extraction with isopropyl alcohol, with the removal of some polymeric material and the addition of ether gave a cream coloured solid (3.5 g.), which was recrystallised from ethanol-ether to furnish 2-[(2-aminoethyl)thiomethyl]pyrazine hydrochloride m.p. 144°-146°.

Aufarbeitung

  1. additionhad been added gradually at 0°
  2. customThe suspension finally obtained
  3. stirringwas stirred at room temperature overnight
  4. concentrationconcentrated under reduced pressure
  5. extractionThe dry residue was extracted with ethanol
  6. filtrationthe extracts filtered
  7. concentrationconcentrated
  8. customto give the crude product
  9. extractionExtraction with isopropyl alcohol
  10. customwith the removal of some polymeric material
  11. additionthe addition of ether
  12. customgave a cream
  13. customwas recrystallised from ethanol-ether

Quellen und Nachweise

ORD-Eintrag
ord-8f64c09a314b4b76861a47d4364687c1
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04221802

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