Sodium methanethiolate → 2-(4-Chloro-3-methoxyphenyl)-5-trifluoromethyl-3-methylthiopyridine

HRID 1957247Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1957247
Cl[C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([O:19][CH3:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH3:21][S-:22].[Na+]>CO.CN(C)C=O>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:3]2[C:2]([S:22][CH3:21])=[CH:7][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:5][N:4]=2)=[CH:13][C:14]=1[O:19][CH3:20]

Komponenten

5

Edukt 2

HCID 4378561Sodium methanethiolateHCID 157668763-Chloro-2-(4-chloro-3-methoxyphenyl)-5-trifluoromethylpyridine

Produkt 1

HCID 190687562-(4-Chloro-3-methoxyphenyl)-5-trifluoromethyl-3-methylthiopyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

3.0 g (9.3 mmol) of 3-chloro-2-(4-chloro-3-methoxyphenyl)-5-trifluoromethylpyridine and 0.7 g (10 mmol) of sodium thiomethoxide in a mixture of 50 ml of methanol and 20 ml of dimethylformamide were stirred at 80° C. for 7 h and then at 23° C. for 72 h. The mixture was then poured into 500 ml of ice-water, which was then extracted three times with 150 ml of tert-butyl methyl ether each time. The combined organic phases were washed twice with 100 ml of water each time, dried over sodium sulfate and concentrated.

Aufarbeitung

  1. waitat 23° C. for 72 h
  2. extractionwas then extracted three times with 150 ml of tert-butyl methyl ether each time
  3. washThe combined organic phases were washed twice with 100 ml of water each time
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-733dc18d305e4a5abf469d33ba1e9ad2
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05783522

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