Cysteamine Hydrochloride → 2-(2-Aminoethylthiomethyl)-3-ethoxypyridine

HRID 262461

Reaktionsgleichung

Reaktionsgleichung von HRID 262461
Cl.[NH2:2][CH2:3][CH2:4][SH:5].[Na].Cl.Cl[CH2:9][C:10]1[C:15]([O:16][CH2:17][CH3:18])=[CH:14][CH:13]=[CH:12][N:11]=1>C(O)C>[NH2:2][CH2:3][CH2:4][S:5][CH2:9][C:10]1[C:15]([O:16][CH2:17][CH3:18])=[CH:14][CH:13]=[CH:12][N:11]=1

Komponenten

5

Edukt 3

HCID 9082Cysteamine HydrochlorideHCID 5360545SodiumHCID 204741852-Chloromethyl-3-ethoxypyridine hydrochloride

Produkt 1

HCID 204022362-(2-Aminoethylthiomethyl)-3-ethoxypyridineAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Cysteamine hydrochloride (2.76 g) was added to a stirred mixture of sodium (1.576 g) in ethanol (75 cc) at 12°, 2-Chloromethyl-3-ethoxypyridine hydrochloride (4.60 g) in ethanol (70 cc) was added over 30 minutes to this mixture stirred at 10°-12°. The mixture was left to stand overnight, filtered and the filtrate was evaporated to dryness. The residue was dissolved in water, acidified to pH 4 with hydrochloric acid and extracted with chloroform (discarded). The aqueous phase was adjusted to pH 12 with aqueous sodium hydroxide and was extracted with chloroform. The chloroform extracts were evaporated to give 2-(2-aminoethylthiomethyl)-3-ethoxypyridine (4.2 g) as an oil.

Aufarbeitung

  1. waitThe mixture was left
  2. filtrationfiltered
  3. customthe filtrate was evaporated to dryness
  4. dissolutionThe residue was dissolved in water
  5. extractionextracted with chloroform (discarded)
  6. extractionwas extracted with chloroform
  7. customThe chloroform extracts were evaporated

Quellen und Nachweise

ORD-Eintrag
ord-393e1f76b80540e9ad7efdca75ffb35a
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04154838

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