Sodium Hydroxide → 2-({[3-(Trifluoromethyl)phenyl]sulfanyl}methyl)pyridine--hydrogen chloride (1/1)

HRID 1649133Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1649133
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([SH:9])[CH:6]=[CH:7][CH:8]=1.[OH-].[Na+].Cl.[N:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH2:21][Cl:22]>C(O)C>[ClH:22].[F:11][C:2]([F:1])([F:10])[C:3]1[CH:4]=[C:5]([S:9][CH2:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][N:15]=2)[CH:6]=[CH:7][CH:8]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 23392Picolyl chloride hydrochlorideHCID 1367513-(Trifluoromethyl)benzenethiol

Produkt 1

HCID 129532902-({[3-(Trifluoromethyl)phenyl]sulfanyl}methyl)pyridine--hydrogen chloride (1/1)Ausbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

m-Trifluoromethylbenzenethiol (5 g) was added to a solution of NaOH (2.25 g) in ethanol (50 ml) and the resulting solution was treated with a solution of 2-picolyl chloride, hydrochloride (4.6 g) in ethanol (25 ml) and the mixture was stirred for 5 hours. The resulting suspension was filtered through kieselghur and the solvent was removed by evaporation. The residue was converted into the hydrochloride in ether with ethereal HCl and recrystallised from acetoneether to give 2-(((3-trifluoromethylphenyl)thio)methyl)pyridine hydrochloride (4.8 g) mp 145°-6° C. Found: C,51.1; H,4.0; N,4.7. C13H10F3NS.HCl requires C,51.0; H,3.6; N,4.6%).

Aufarbeitung

  1. filtrationThe resulting suspension was filtered through kieselghur
  2. customthe solvent was removed by evaporation
  3. customrecrystallised from acetoneether

Quellen und Nachweise

ORD-Eintrag
ord-533ef9704e9945e4adf1ebe5cd346388
Quelldatensatz
uspto-grants-1983_11
Patentnummer
US04415579

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