Hydrochloric Acid → 6-(Methylthio)nicotinic acid

HRID 1042628

Reaktionsgleichung

Reaktionsgleichung von HRID 1042628
F[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.[CH3:11][S-:12].[Na+].Cl>CS(C)=O.C(OCC)(=O)C>[CH3:11][S:12][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 2428196-Fluoronicotinic AcidHCID 4378561Sodium methanethiolate

Produkt 1

HCID 8194096-(Methylthio)nicotinic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 6-fluoronicotinic acid (0.995 g, 7.05 mmol) in 14 mL of DMSO was added sodium thiomethoxide (1.24 g, 17.6 mmol). The mixture was heated 80° C. for 1 h, cooled to rt, and treated with concentrated hydrochloric acid (4.5 mL, 0.054 mol). After 15 min, the mixture was diluted with ethyl acetate and concentrated in vacuo to provide 6-(methylthio)nicotinic acid that gave a mass ion (ES+) of 170.1 for [M+H]+.

Aufarbeitung

  1. temperaturecooled to rt
  2. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-62c081f5a656428bb63f3e2ecc0ea5f9
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557992B2

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