Carbon Disulfide → (RS)-9,9a-dihydrothiazolo[3,4-a]indole-3-thione

HRID 262121Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 262121
[C:1](=[S:3])=[S:2].OS(O[CH2:9][CH:10]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11]1)(=O)=O>[OH-].[Na+]>[CH2:9]1[CH:10]2[CH2:18][C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]2[C:1](=[S:3])[S:2]1

Komponenten

4

Edukt 2

HCID 6348Carbon DisulfideHCID 21320152(RS)-2-hydroxysulphonyloxymethylindoline

Produkt 1

HCID 21320146(RS)-9,9a-dihydrothiazolo[3,4-a]indole-3-thione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

Carbon disulphide (65 cc) is added to a suspension of (RS)-2-hydroxysulphonyloxymethylindoline (45.8 g) in 1.5 N aqueous sodium hydroxide solution (400 cc). After stirring for 2 hours at a temperature of about 20° C., a solution is obtained and the formation of beige crystals is then observed; stirring is continued for 12 hours. The crystals formed are filtered off, washed with water and then recrystallised from ethanol (850 cc). (RS)-9,9a-dihydrothiazolo[3,4-a]indole-3-thione (31.3 g) is thus obtained in the form of white crystals melting at 132° C.

Aufarbeitung

  1. customa solution is obtained
  2. stirringstirring
  3. waitis continued for 12 hours
  4. customThe crystals formed
  5. filtrationare filtered off
  6. washwashed with water
  7. customrecrystallised from ethanol (850 cc)

Quellen und Nachweise

ORD-Eintrag
ord-1fd7ba3f4027423f97d94b5e29a5d35e
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04153699

Notizen zur Reaktion

Wird geladen…