Hydrochloric Acid → 2-Isopropylsulfanyl-5-methyl-nicotinic acid

HRID 62875Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 62875
[CH:1]([S:4][C:5]1[C:10]([C:11]#N)=[CH:9][C:8]([CH3:13])=[CH:7][N:6]=1)([CH3:3])[CH3:2].[OH-:14].[K+].Cl.[OH2:17]>CS(C)=O>[CH:1]([S:4][C:5]1[N:6]=[CH:7][C:8]([CH3:13])=[CH:9][C:10]=1[C:11]([OH:17])=[O:14])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 901181222-Isopropylsulfanyl-5-methyl-pyridine-3-carbonitrile

Produkt 1

HCID 901181832-Isopropylsulfanyl-5-methyl-nicotinic acidAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

After 2-isopropylsulfanyl-5-methyl-pyridine-3-carbonitrile (0.186 g, 0.97 mmol) obtained in Step A was dissolved in water (0.4 mL) and DMSO (0.04 mL), KOH (0.76 g) was added thereto, and the mixture was stirred at 100° C. for 16 hours. After the termination of the reaction, 6N HCl aqueous solution was added thereto to adjust the pH of the reactant to 2, and the mixture was extracted with EtOAc. The organic layer was separated, dried with MgSO4, and concentrated under reduced pressure to obtain the title compound (0.15 g, 73%).

Aufarbeitung

  1. additionwas added
  2. extractionthe mixture was extracted with EtOAc
  3. customThe organic layer was separated
  4. dry with materialdried with MgSO4
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3b6193eb6f9940cfa0ee8459627dd774
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447044B2

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