Cysteamine Hydrochloride → 7-Oxa-1-thia-4-azaspiro[4.4]nonane, 6-methyl-

HRID 1581916

Reaktionsgleichung

Reaktionsgleichung von HRID 1581916
Cl.[NH2:2][CH2:3][CH2:4][SH:5].[CH3:6][CH:7]1[C:11](=O)[CH2:10][CH2:9][O:8]1.[OH-].[Na+]>O>[CH3:6][CH:7]1[O:8][CH2:9][CH2:10][C:11]21[S:5][CH2:4][CH2:3][NH:2]2

Komponenten

5

Edukt 3

HCID 9082Cysteamine HydrochlorideHCID 14798Sodium HydroxideHCID 18522Dihydro-2-methyl-3(2H)-furanone

Produkt 1

HCID 129802457-Oxa-1-thia-4-azaspiro[4.4]nonane, 6-methyl-Ausbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To 15.4 g of 2-aminoethanethiol-HCl (0.13 mole) dissolved into 50 ml of water were added slowly 20 g of 2-methyl-3-tetrahydrofuranone (0.2 mole) (solution pH=2.7). The pH was kept to neutrality by adding 10% aqueous NaOH. After 1 hour, extraction of the water solution with Et2O, drying of the organic phase with MgSO4 and distillation of the crude product (Bp 1.7 mbar, 93°-96° C.) gave 18 g of the desired product (yield=90%). The product was obtained as a mixture of two diastereoisomers (isomers a and b).

Aufarbeitung

  1. extractionextraction of the water solution with Et2O
  2. dry with materialdrying of the organic phase with MgSO4 and distillation of the crude product (Bp 1.7 mbar, 93°-96° C.)

Quellen und Nachweise

ORD-Eintrag
ord-875c204cc1be47828cd8cebd74113a17
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06734158B2

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