Lithium hydroxide, monohydrate → HCID 178503561, Verbindung

HRID 1487359Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1487359
O.[OH-].[Li+].[C:4]([C:6]1[C:7]([S:18][CH3:19])=[N:8][C:9]([OH:17])=[C:10]([CH:16]=1)[C:11]([O:13]CC)=[O:12])#[N:5]>C(O)C.O>[C:4]([C:6]1[C:7]([S:18][CH3:19])=[N:8][C:9]([OH:17])=[C:10]([CH:16]=1)[C:11]([OH:13])=[O:12])#[N:5]

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 178469059HCID 178469059, Verbindung

Produkt 1

HCID 178503561HCID 178503561, VerbindungAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

4.16 g (2 eq) of lithium hydroxide monohydrate is added at room temperature to a solution of 11.8 g (49.5 mmol) of ethyl 5-cyano-2-hydroxy-6-(methylthio)nicotinate in 100 ml of ethanol and 100 ml of water. The reaction mixture is stirred at 60° C. for 2 hours. The ethanol is evaporated and 1 N aqueous soda is added. The aqueous phase is washed with ethyl acetate and then re-acidified by adding 1 N aqueous hydrogen chloride (pH=1). The precipitate formed is filtered, rinsed with water and with diethyl ether and then dried under vacuum to yield 9.9 g (95%) of 5-cyano-2-hydroxy-6-(methylthio)nicotinic acid in the form of a brown powder.

Aufarbeitung

  1. customThe ethanol is evaporated
  2. addition1 N aqueous soda is added
  3. washThe aqueous phase is washed with ethyl acetate
  4. additionre-acidified by adding 1 N aqueous hydrogen chloride (pH=1)
  5. customThe precipitate formed
  6. filtrationis filtered
  7. washrinsed with water and with diethyl ether
  8. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-af13ad3d2a1f4f4688f8bc7f48d06893
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09428510B2

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