Cysteamine → Ethyl thiomorpholine-3-carboxylate

HRID 725230

Reaktionsgleichung

Reaktionsgleichung von HRID 725230
[NH2:1][CH2:2][CH2:3][SH:4].C(N(CC)CC)C.Br[CH:13]([CH2:19]Br)[C:14]([O:16][CH2:17][CH3:18])=[O:15].C(Cl)(Cl)Cl.C1(C)C=CC=CC=1>C(Cl)(Cl)Cl>[NH:1]1[CH2:2][CH2:3][S:4][CH2:19][CH:13]1[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Komponenten

6

Edukt 4

HCID 6058CysteamineHCID 8471TriethylamineHCID 97945Ethyl 2,3-dibromopropionateHCID 22987606Toluene trichloromethane

Produkt 1

HCID 13604869Ethyl thiomorpholine-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A warm solution of 2-aminoethanethiol (10.0 g, 0.130 mol) and triethylamine (36 mL, 0.260 mol) in chloroform is added over 5 minutes to a solution of ethyl 2,3-dibromopropionate (33.9 g, 0.130 mol) in a chloroform/toluene (1:1.6) solution. The reaction mixture is stirred at room temperature for 2.5 hours, filtered and concentrated in vacuo to obtain an orange liquid. The liquid is vacuum distilled to give the title product as a colorless liquid, bp 121°-124° C. at 3 mm Hg.

Aufarbeitung

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customto obtain an orange liquid
  4. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-f812b549d9654a7b9d4c9b4db3c56f9e
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05705644

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